Trehalose fatty acid ester composition

ABSTRACT

Provided is a pigment dispersant having excellent pigment dispersibility thus allowing a larger amount of pigments to be blended in various cosmetics, and capability of imparting good sense of use, make-up lasting, odor, and stability over time to the cosmetic. A trehalose fatty acid ester composition prepared by esterifying trehalose with a fatty acid having 8 to 22 carbon atoms, which has a hydroxyl value of 20 to 500, and the total amount of a diester, a triester, a tetraester and a pentaester in the trehalose fatty acid esters of 10 to 100% by area; and a cosmetic including the trehalose fatty acid ester composition.

TECHNICAL FIELD

The present invention relates to a trehalose fatty acid estercomposition having excellent pigment dispersibility, which is suitableas a dispersant for a cosmetic, etc., and to a cosmetic containing thesame.

The present application claims benefit of priority of PCT/JP2006/323824,as filed on Nov. 29, 2006, and Japanese Patent Application No.2005-346021, as filed on Nov. 30, 2005, the disclosures of which areherein incorporated by reference in their entirety.

BACKGROUND ART

Conventionally, powders, which are typically exemplified by pigments,have been used in a variety of applications including cosmetics, paints,inks, pencils, memory materials, lubricants, medicines, and foods, andvarious studies have been performed to obtain stable dispersion. Inorder to disperse uniformly the powders such as pigments in oilycomponents, it is required to improve the wettability of the powders,thereby inhibiting aggregation of the powders and stabilizing thedispersion. Extensive studies have been conducted to achieve theseobjects.

For example, in the field of cosmetics, powders such as pigments areblended thereinto so as to provide a desired color to the cosmetics, andto improve sense of use. For this reason, in order to provide cosmeticsof stable quality, it is necessary to uniformly and stably dispersepowders such as pigments in oily components. As a way of improving thedispersibility of the pigment itself, for example, there has beenperformed a treatment of a surface of a pigment with a silane couplingagent, etc. However, if the degree of surface treatment is increased,although the dispersing ability is improved, there are problems in thatthe cosmetics blended with such a pigment give poorer fitting to skin,and when used for a prolonged period of time, floating, unevenness, orthe like, of cosmetics is caused.

On the other hand, an attempt has been made to uniformly disperse apigment in oily components by using as a pigment dispersant a polar oilin which a hydroxyl group remains and further using a pigment incombination with the pigment dispersant. For example, as a pigmentdispersant, there is known diglyceryl triisostearate (see PatentDocument 1), or sucrose fatty acid esters such as sucrose stearic acidester and sucrose oleic acid ester.

[Patent Document 1] Japanese Laid-Open Patent Application No.2001-158718

However, the invention as described in Patent Document 1 limits theamount of a pigment to be blended to 30% by mass or less, and from thereview of Examples, the amount of the pigment dispersant required tosatisfy the pigment dispersibility is assumed to be around 20% by mass.Recently, various qualities are required for cosmetics, and the role ofthe pigment selected to be blended is increasingly becoming important.In addition, the amount of pigment to be blended tends to increase. Ifthe amount of pigment to be blended into the cosmetics is increased,there occurs aggregation of the pigment, etc., thereby causing a problemsuch as deterioration of dispersibility. In the case of using aconventional pigment dispersant, as the amount of the pigment to beblended is increased, the amount of the pigment dispersant to be blendedshould be increased, correspondingly. However, since it is also requiredto blend other components (for example, an oil gelling agent, a feelingimproving agent, a moisturizer, and cosmetic components) in thecosmetics, there are problems such that there is a limit in the amountof each of the pigment dispersant and the pigment to be blended,respectively, and that it is difficult to satisfy both of the pigmentdispersibility and the sense of use, etc. at the same time.

In addition, although sucrose stearic acid ester has excellentdispersion ability, it is mostly in the state of a solid form havinghigh crystallinity. Thus, if the amount of esters blended in thecosmetics is increased, it is difficult to retain its own shape, forexample, crystals precipitate over time. Furthermore, when a liquidsucrose oleic acid ester is blended into the cosmetics, rancidity isgenerated over time, thus causing an odor problem.

As such, a dispersant for pigments, etc., which provides variouscosmetics excellent in the sense of use, make-up lasting, odor,stability over time, and the like, by being blended therewith, andrealizes blending of powders in a large amount and has excellentdispersibility, is not yet found. In practice, conventional cosmeticshave been developed under limitations in the blended amount of apigment, etc.

If a dispersant for a pigment, etc. that can satisfy all of theabove-described characteristics is developed, such a dispersant can beused in various applications including cosmetics, paints, inks, pencils,memory materials, lubricant, medicines, and foods, which require powderssuch as pigments to be blended therein, and further, it can be expectedto develop a product having an excellent color tone or sense of use,that has an equivalent or higher content of powders than that of thoseconventionally used. Furthermore, if such dispersant is used forcosmetics, a cosmetic excellent in sense of use, make-up lasting, odor,stability over time, etc. can be provided. Therefore, in the field ofcosmetics, it is expected that the problems which have not been overcomeuntil now will be solved.

DISCLOSURE OF THE INVENTION

Accordingly, it is an object of the present invention to provide acomposition that has excellent dispersibility of a pigment, etc. so thatpowders may be blended into a cosmetic in a larger amount, and forexample, if blended into cosmetics, can provide a cosmetic excellent insense of use, make-up lasting, odor, and stability over time.

The inventors of the present invention have conducted extensive studies,and as a result, they have found that the problem can be solved by atrehalose fatty acid ester composition, prepared by esterifyingtrehalose with a fatty acid having 8 to 22 carbon atoms, which has ahydroxyl value in a specific range, and has the total amount of adiester, a triester, a tetraester and a pentaester in the trehalosefatty acid esters in a specific range. Based on this, the presentinvention has been completed.

Specifically, in order to solve the above-described problem, a firstaspect of the present invention provides a trehalose fatty acid estercomposition, prepared by esterifying trehalose with a fatty acid having8 to 22 carbon atoms, which has a hydroxyl value of 20 to 500, and thetotal amount of a diester, a triester, a tetraester and a pentaester inthe trehalose fatty acid esters of 10 to 100% by area, as measured bycarrying out high-performance liquid chromatography analysis under thefollowing two measurement conditions, and expressed in area percentage(% by area) determined using the following determination method.

<Measurement Condition for High-Performance Liquid ChromatographyAnalysis>

Measurement condition A: Measurement condition for high-performanceliquid chromatography analysis to determine the % by area of amonoester, a diester, a triester, and a polyester in the trehalose fattyacid ester composition.

Column: Four styrene divinylbenzene-based GPC columns, connected in aseries, each being 7.8 mm in inner diameter; 300 mm in length, and 5 μmin size

Mobile phase: Tetrahydrofuran

Column temperature: 40° C.

Flow rate of mobile phase: 0.5 mL/min

Detection: differential refraction index (RI)

Measurement condition B: Measurement condition for high-performanceliquid chromatography analysis to determine the ratio of a tetraester, apentaester, a hexaester, a heptaester, and an octaester in a polyesterin the trehalose fatty acid ester composition.

Columns: ODS column, which is 4.6 mm in inner diameter; 150 mm inlength, and 5 μm in size.

Mobile phase: Tetrahydrofuran:methanol=55:45 (volume ratio)

Column temperature: 40° C.

Flow rate of mobile phase: 0.8 mL/min

Detection: differential refraction index (RI)

<Method for Determining Area Percentage (% by Area) of Each Ester>

(1) Method for Determining the % by Area of a Monoester, a Diester, anda Triester:

A percentage of the peak area of each of raw materials, a monoester, adiester, and a triester, relative to a total peak area, obtained asmeasured by means of high-performance liquid chromatography analysisusing the GPC columns under measurement condition A, is taken as a % byarea of each ester.

(2) Method for Determining the % by Area of a Polyester:

A percentage (X) of a total peak area of components other than rawmaterials, a monoester, a diester, and a triester, relative to a totalpeak area, obtained as measured by means of high-performance liquidchromatography analysis using the GPC columns under measurementcondition A, is taken as a % by area of a polyester.

(3) Method for Determining the Ratio of a Tetraester, a Pentaester, aHexaester, a Heptaester, and an Octaester in a Polyester:

A total peak area of a tetraester, a pentaester, a hexaester, aheptaester, and an octaester, obtained as measured by means ofhigh-performance liquid chromatography analysis using the ODS columnsunder measurement condition B, is taken as (Y), and a ratio of the peakarea of each of tetraester, a pentaester, a hexaester, a heptaester, andan octaester relative to (Y) is taken as a ratio of each of atetraester, a pentaester, a hexaester, a heptaester, and an octaester ina polyester.

(4) Method for Determining the % by Area of Each of a Tetraester, aPentaester, a Hexaester, a Heptaester, and an Octaester:

A value obtained by multiplying the % by area (X) of a polyester asdetermined in (2) with the ratio of the peak area of each of atetraester, a pentaester, a hexaester, a heptaester, and an octaester inpolyester as determined in (3), is taken as a % by area of each of atetraester, a pentaester, a hexaester, a heptaester, and an octaester.

(5) Method for Determining the Total Amount of a Diester, a Triester, aTetraester, and a Pentaester:

A % by area obtained from a sum of the % by area of a diester and atriester as determined in (1) and the % by area of a tetraester and apentaester as determined in (4) is taken as the total amount of adiester, a triester, a tetraester, and a pentaester in the trehalosefatty acid esters.

A second aspect of the present invention provides a trehalose fatty acidester composition obtained from trehalose and a fatty acid having 8 to22 carbon atoms, which has the total amount of a diester, a triester,and a tetraester of 2 to 40% by area, as measured by carrying outhigh-performance liquid chromatography analysis under the following twomeasurement conditions, and expressed in area percentage (% by area)determined using the following determination method, and has the totalamount of a hexaester, a heptaester, and an octaester of 30 to 98% byarea, as measured by carrying out high-performance liquid chromatographyanalysis under the following two measurement conditions, and expressedin area percentage (% by area) determined using the followingdetermination method.

<Measurement Condition for High-Performance Liquid ChromatographyAnalysis>

Measurement Condition A:

A measurement condition for high-performance liquid chromatographyanalysis to determine the % by area of a monoester, a diester, atriester, and a polyester in the trehalose fatty acid ester composition.

Column: Four styrene divinylbenzene-based GPC columns, connected in aseries, each being 7.8 mm in inner diameter; 300 mm in length, and 5 μmin size

Mobile phase: Tetrahydrofuran

Column temperature: 40° C.

Flow rate of mobile phase: 0.5 mL/min

Detection: differential refraction index (RI)

Measurement Condition B:

A measurement condition for high-performance liquid chromatographyanalysis to determine the % by area of a tetraester, a pentaester, ahexaester, a heptaester, and an octaester of a polyester in thetrehalose fatty acid ester composition.

Columns: ODS column which is 4.6 mm in inner diameter; 150 mm in length,and 5 μm in size

Mobile phase: Tetrahydrofuran: methanol=55:45 (volume ratio)

Column temperature: 40° C.

Flow rate of mobile phase: 0.8 mL/min

Detection: differential refraction index (RI)

<Method for Determining Area Percentage (% by Area) of Each Ester>

(1) Method for Determining the % by Area of a Monoester, a Diester, anda Triester:

A percentage of the peak area of each of raw materials, a monoester, adiester, and a triester, relative to a total peak area, obtained asmeasured by means of high-performance liquid chromatography analysisusing the GPC columns under measurement condition A, is taken as a % byarea of each ester.

(2) Method for Determining the % by Area of a Polyester:

A percentage (X) of a total peak area of components other than rawmaterials, a monoester, a diester, and a triester, relative to a totalpeak area, obtained as measured by means of high-performance liquidchromatography analysis using the GPC columns under measurementcondition A, is taken as a % by area of a polyester.

(3) Method for Determining the Ratio of a Tetraester, a Pentaester, aHexaester, a Heptaester, and an Octaester in a Polyester:

A total peak area of a tetraester, a pentaester, a hexaester, aheptaester, and an octaester, obtained as measured by means ofhigh-performance liquid chromatography analysis using the ODS columnsunder measurement condition B, is taken as (Y), and a ratio of the peakarea of each of tetraester, a pentaester, a hexaester, a heptaester, andan octaester relative to (Y) is taken as a ratio of each of atetraester, a pentaester, a hexaester, a heptaester, and an octaester ina polyester.

(4) Method for Determining the % by Area of Each of a Tetraester, aPentaester, a Hexaester, a Heptaester, and an Octaester:

A value obtained by multiplying the % by area (X) of a polyester asdetermined in (2) with the ratio of the peak area of each of atetraester, a pentaester, a hexaester, a heptaester, and an octaester inpolyester as determined in (3), is taken as a % by area of each of atetraester, a pentaester, a hexaester, a heptaester, and an octaester.

(5-1) Method for Determining the Total Amount of a Diester, a Triester,and a Tetraester:

A % by area obtained from a sum of the % by area of a diester and atriester as determined in (1) and the % by area of a tetraester asdetermined in (4) is taken as the total amount of a diester, a triester,and a tetraester in the trehalose fatty acid esters.

(5-2) Method for Determining the Total % by Area of a Hexaester, aHeptaester, and an Octaester:

A % by area obtained from a sum of a hexaester, a heptaester, and anoctaester as determined in (4) is taken as the total amount of ahexaester, a heptaester, and an octaester in the trehalose fatty acidesters.

A third aspect of the present invention provides the trehalose fattyacid ester composition as described in the first or second aspects ofthe present invention, wherein the fatty acid having 8 to 22 carbonatoms is isostearic acid.

A fourth aspect of the present invention provides the trehalose fattyacid ester composition as described in any one of the first throughthird aspects of the present invention, which is used as a dispersant.

A fifth aspect of the present invention provides a cosmetic containing atrehalose fatty acid ester composition as described in any one of thefirst through fourth aspects of the present invention.

Since the trehalose fatty acid ester composition of the presentinvention (hereinafter, simply referred to as the composition) hasexcellent dispersibility, it is suitable particularly for a dispersantfor a pigment, etc., and the use of the composition enables, forexample, to blend larger amounts of the pigment in the cosmetics.Moreover, it can provide a cosmetic excellent in the sense of use,make-up lasting, odor, and stability over time, and accordingly, it ispossible to prepare a cosmetic having a desired color tone with highquality. Furthermore, in the preparation of the cosmetics, there is noneed to use particular operations or facilities, and conventionallyknown ones can be employed. As a result, it is possible to provide acosmetic that is excellent in terms of cost.

BRIEF DESCRIPTION OF THE DRAWING

FIG. 1 is a graph showing the evaluation results of the hardness in thecase of using the trehalose fatty acid ester composition of the presentinvention and various waxes in combination.

BEST MODE FOR CARRYING OUT THE INVENTION

Hereinbelow, the present invention is described in detail.

The hydroxyl value as denoted below refers to a value determined by theHydroxyl Value Determination in General Tests in the Standards ofCosmetic Ingredients.

Unless otherwise specifically defined, the amount of each of thetrehalose fatty acid ester refers to an area percentage (% by area)determined by high-performance liquid chromatography analysis(hereinafter simply referred to as HPLC). HPLC can be carried out byusing a differential refraction index (RI) method with reference to“Determination of Sucrose Fatty Acid Ester by High-performance LiquidChromatography; J. Oleo Sci., Vol. 50, No. 4(2001)”. For analysis ofeach ester in the trehalose fatty acid ester composition, all of theesters cannot be separated under only one measurement condition, andthus, a combination of two measurement conditions using GPC columns andODS columns can be used to analyze all of the esters. The % by area ofthe remaining raw materials, a monoester, a diester, and a triester canbe determined under the measurement condition using GPC columns. Since atetraester, a pentaester, a hexaester, a heptaester, and an octaestercannot be separated from each other under the measurement conditionusing GPC columns, the value can be taken for a polyester (a mixture ofa tetraester, a pentaester, a hexaester, a heptaester, and anoctaester). Since a tetraester, a pentaester, a hexaester, a heptaester,and an octaester can be separated from each other under the measurementcondition using an ODS column, the % by area of a tetraester, apentaester, a hexaester, a heptaester, and an octaester can bedetermined from the ratio of a tetraester, a pentaester, a hexaester, aheptaester, and an octaester in the polyester as determined under themeasurement condition using an ODS column, and from the % by area of thepolyester as determined under the measurement condition using GPCcolumns. Herein, the analysis methods (measurement conditions) and thedetermination methods are described below in detail.

Furthermore, as used in the present invention, the ester of fatty acidhaving 8 to 22 carbon atoms refers to an ester containing a fatty acidresidue having 8 to 22 carbon atoms.

<Measurement Condition for High-Performance Liquid ChromatographyAnalysis>

A measurement condition for high-performance liquid chromatographyanalysis to determine the % by area of a monoester, a diester, atriester, and a polyester in the trehalose fatty acid ester composition(Measurement Condition A) is as follows. Further, the polyester refersto a mixture of a tetraester, a pentaester, a hexaester, a heptaester,and an octaester.

Column: Four styrene divinylbenzene-based GPC columns, connected in aseries, each being 7.8 mm in inner diameter; 300 mm in length, and 5 μmin size

Mobile phase: Tetrahydrofuran

Column temperature: 40° C.

Flow rate of mobile phase: 0.5 mL/min

Detection: differential refraction index (RI)

A measurement condition for high-performance liquid chromatographyanalysis to determine the % by area of a tetraester, a pentaester, ahexaester, a heptaester, and an octaester of a polyester in thetrehalose fatty acid ester composition (Measurement Condition B) is asfollows.

Columns: ODS column which is 4.6 mm in inner diameter; 150 mm in length,and 5 μm in size

Mobile phase: Tetrahydrofuran:methanol=55:45 (volume ratio)

Column temperature: 40° C.

Flow rate of mobile phase: 0.8 mL/min

Detection: differential refraction index (RI)

<Method for Determining Area Percentage (% by Area) of Each Ester>

A method for determining the % by area of a monoester, a diester, and atriester is as follows (Determination Method (1)).

A percentage of the peak area of each of raw materials, a monoester, adiester, and a triester, relative to a total peak area, obtained asmeasured by means of high-performance liquid chromatography analysisusing the GPC columns under measurement condition A, is taken as a % byarea of each ester.

A method for determining the % by area of a polyester is as follows(Determination Method (2)).

A percentage (X) of a total peak area of components other than rawmaterials, a monoester, a diester, and a triester, relative to a totalpeak area, obtained as measured by means of high-performance liquidchromatography analysis using the GPC columns under measurementcondition A, is taken as a % by area of a polyester.

A method for determining the ratio of a tetraester, a pentaester, ahexaester, a heptaester, and an octaester in a polyester is as follows(Determination Method (3)).

A total peak area of a tetraester, a pentaester, a hexaester, aheptaester, and an octaester, obtained as measured by means ofhigh-performance liquid chromatography analysis using the ODS columnunder measurement condition B, is taken as (Y), and a ratio of the peakarea of each of tetraester, a pentaester, a hexaester, a heptaester, andan octaester relative to (Y) is taken as a ratio of each of atetraester, a pentaester, a hexaester, a heptaester, and an octaester ina polyester.

A method for determining the % by area of each of a tetraester, apentaester, a hexaester, a heptaester, and an octaester is as follows(Determination Method (4)).

A value obtained by multiplying the % by area (X) of a polyester asdetermined in (2) with the ratio of the peak area of each of atetraester, a pentaester, a hexaester, a heptaester, and an octaester inpolyester as determined in (3), is taken as a % by area of each of atetraester, a pentaester, a hexaester, a heptaester, and an octaester.

A method for determining the total amount of each of the esters is asfollows (Determination Method (5)).

A % by area obtained from a sum of the % by area of all the esters asdetermined in Determination Method (1) or Determination Method (4) istaken as the total amount of each of the esters.

A % by area obtained by adding the % by area of, for example, a diester,a triester, a tetraester, and a pentaester can be determined by addingthe % by area of a diester and a triester as determined in DeterminationMethod (1), and the % by area of a tetraester and a pentaester asdetermined in Determination Method (4).

The fatty acid having 8 to 22 carbon atoms that is used in the presentinvention is preferably a saturated fatty acid, due to its highantioxidizing stability over time. The linear, saturated fatty acidhaving 8 to 22 carbon atoms is not particularly limited, and preferableexamples thereof include stearic acid, palmitic acid, myristic acid,lauric acid, and behenic acid. Among these, stearic acid is morepreferable.

Furthermore, the fatty acid having 8 to 22 carbon atoms that is used inthe present invention is more preferably a branched, saturated fattyacid, since the trehalose fatty acid ester composition obtained byesterification of trehalose with this acid has low crystallinity. Thebranched, saturated fatty acid having 8 to 22 carbon atoms is notparticularly limited, but preferable examples thereof include isostearicacid, isopalmitic acid, isononanoic acid, isooctylic acid, and the likeAmong these, isostearic acid is more preferable. For example, thetrehalose fatty acid ester composition of the present invention obtainedby esterifying trehalose with isostearic acid has high solubility inoil, and even with a wide range of hydroxyl values, is in anon-crystalline solid through liquid states. When the composition isblended into a cosmetic, problems in stability, such as precipitation ofcrystals over time, are overcome. For this reason, the trehalose fattyacid ester composition of the present invention is particularlypreferable since the amount thereof to be used is not limited, and thecomposition can exhibit the functions retained by the composition of thepresent invention, such as dispersibility of a pigment, to a mostextent.

Furthermore, the fatty acid having 8 to 22 carbon atoms that is used inthe present invention, may be a mixture of a linear, saturated fattyacid, and a branched, saturated fatty acid. The use of the branchedsaturated fatty acid alone, or in a mixture with a linear, saturatedfatty acid, as the fatty acid having 8 to 22 carbon atoms that is usedin the present invention is preferable, since it results in lowercrystallinity of the trehalose fatty acid ester composition of thepresent invention, thereby providing a cosmetic that is expected to haveimproved preservation stability over time. These fatty acids may be usedalone, or in combination of two or more kinds thereof. In particular,preferred are isostearic acid alone, or a mixture of isostearic acid andstearic acid.

As such, in the case of using a mixture of the fatty acids having 8 to22 carbon atoms that are used in the present invention, the ratio of thebranched, saturated fatty acid in the linear, saturated fatty acid andthe branched, saturated fatty acid in the mixture is preferably 30% bymass or more. By setting such a ratio, for example, even when thetrehalose fatty acid ester composition of the present invention isblended into the cosmetic in a large amount, the cosmetic would havestable shape-retaining ability.

The trehalose that is used in the present invention is not limited inits source and quality, and a commercially available product itself canbe used for this.

Esterification of trehalose and a fatty acid having 8 to 22 carbon atomsthat is carried out in the present invention may be performed by aconventionally known method, for example, by esterifying trehalose witha fatty acid having 8 to 22 carbon atoms, or by transesterifyingtrehalose with a fatty acid having 8 to 22 carbon atoms. For example, asthe fatty acid, a free carboxylic acid may be used, and a carboxylicacid ester for transesterification thereof with trehalose is notparticularly limited. Here, as the carboxylic acid ester, an ester of alower alcohol such as methanol and ethanol is preferred, since thealcohol resulting from the reaction may be easily removed byconcentration under reduced pressure.

Further, if necessary, an additive such as a catalyst can be used. Thereaction condition is not particularly limited, and may be appropriatelyadjusted such that the hydroxyl value of the resulting trehalose fattyacid ester composition may be in the range from 20 to 500, depending onthe raw materials.

For example, in the esterification of trehalose and a fatty acid methylas raw materials, the amount of the trehalose and the fatty acid methylto be used, respectively, is preferably set for the mass ratio oftrehalose/fatty acid methyl to be in a range of 13/100 to 80/100, and inthe case of using dimethyl sulfoxide as a solubilizer, it is preferableto perform the reaction under reduced pressure at a reaction temperatureof 70 to 120° C. with a reaction time of 8 to 12 hours. Furthermore, inthe case of using a microemulsion process in which trehalose isdissolved in water and made into an emulsion with a fatty acid methylusing a surfactant such as a saponified fatty acid, followed by thereaction under heating and reduced pressure, it is preferable to performthe reaction under reduced pressure at a reaction temperature of 90 to170° C. with a reaction time of 24 to 60 hours. Furthermore, as thecatalyst used, an alkali catalyst such as potassium carbonate, sodiumcarbonate, potassium hydroxide, and sodium hydroxide is preferable. Ifthe reaction temperature is lower or the reaction time is shorter thaneach of the above-described ranges, the reaction does not proceedcompletely, and further if the reaction temperature is higher or thereaction time is longer than each of the above-described ranges, thereare several problems, for example, the compatibility between thetrehalose and the fatty acid methyl as the raw materials is reduced, andthus these are separated from each other, the reaction does not proceedcompletely, and the trehalose and the trehalose fatty acid methyl esteras the raw materials are decomposed. As a result, a desired compositioncannot be obtained. For this reason, it is more preferable to performthe reaction under the above-described reaction condition.

After the reaction, as a method for separating out a trehalose fattyacid ester composition as a target, a conventionally known method may beapplied. For example, after the reaction solution is washed with warmwater, etc. to remove an aqueous phase, then an organic phase isconcentrated under reduced pressure to distill off moisture, thereaction solvent, or the like. Further, if necessary, the resultant isdiluted with an organic solvent, and subject to decoloration anddeordoration treatments, and then distillation treatment, therebyobtaining a target. Furthermore, it is purified, for example, by columnpurification, using silica gel, etc., and the purified products aremixed to allow them to have a desired composition.

The trehalose fatty acid ester composition of the present invention hasa hydroxyl value of 20 to 500, and the total amount of a diester, atriester, a tetraester, and a pentaester in the ester composition of 10to 100% by area. If the hydroxyl value is less than 20, dispersibilityof the pigment is insufficient. Furthermore, if the hydroxyl value ismore than 500, dispersibility of the pigment is insufficient, andsolubility in oil is poor. Thus, it becomes difficult to use thecomposition, for example, for an oily cosmetic, including a make-upcosmetic containing an oily component in a large amount. Further, if thetotal amount of a diester, a trimester, a tetraester, and a pentaesteris less than 10% by area, the dispersibility of the pigment is notsatisfactory. For such reason, it is preferable that the hydroxyl valueis in the above-described range, and the total amount of a diester, atriester, a tetraester, and a pentaester is preferably 10 to 100% byarea.

Here, a monoester in the trehalose fatty acid esters has low dispersionability, and further low solubility in oil. As a result, it has aproblem in stability, such as precipitation of crystals over time.Furthermore, an octaester in which all the hydroxyl groups of thetrehalose are esterified in the trehalose has low dispersion ability.For this reason, the amount of a monoester in the trehalose fatty acidesters is preferably less than 45% by area, and more preferably 25% byarea or less. Furthermore, the amount of an octaester is preferably lessthan 70% by area, and more preferably 50% by area or less. On the otherhand, a diester, a triester, a tetraester, a pentaester, a hexaester,and a heptaester have excellent dispersion ability, as compared to atypically used pigment dispersant. Among these, a diester, a triester, atetraester, and a pentaester have more excellent dispersion ability, anda diester, a triester, and a tetraester have particularly more excellentdispersion ability.

Therefore, if it is required for the trehalose fatty acid estercomposition of the present invention to have higher dispersion abilityas a pigment dispersant, it is preferable that the hydroxyl value be 20to 500, and the total amount of a diester, a triester, a tetraester, anda pentaester in the composition be 10 to 100% by area; it is morepreferable that the hydroxyl value be 50 to 400, and the total amount ofa diester, a triester, a tetraester, and a pentaester in the compositionbe 25 to 100% by area; and it is particularly more preferable that thehydroxyl value be 200 to 400, and the total amount of a diester, atriester, a tetraester, and a pentaester in the composition be 77 to 95%by area.

Further, the total amount of the a diester, a triester, and a tetraesterin the trehalose fatty acid ester is preferably 2 to 100% by area, morepreferably 10 to 100% by area, and particularly more preferably 60 to85% by area.

Furthermore, among the trehalose fatty acid ester compositions, thetrehalose fatty acid ester composition having the hydroxyl value of thetrehalose fatty acid ester composition of the present invention of 100to 500, is in any of the highly viscous state through the solid state,even in the case of using branched saturated fatty acid. For thisreason, for example, if the composition is blended into a large amountin a cosmetic, the cosmetic feels slightly heavy upon use, or crystalsmay be precipitated over time. Accordingly, if the trehalose fatty acidester composition of the present invention is blended as a base oilhaving excellent dispersibility in a large amount into a cosmetic, forthe purpose of obtaining a dispersant having satisfactorydispersibility, sense of use, and solubility in oil, it is preferablethat the hydroxyl value be 20 or more and less than 100, and the totalamount of a diester, a triester, a tetraester, and a pentaester in thecomposition be 10 to 65% by area; it is more preferable that thehydroxyl value be 40 or more and less than 100, and the total amount ofa diester, a triester, a tetraester, and a pentaester in the compositionbe 15 to 65% by area; and it is particularly more preferable that thehydroxyl value be 50 or more and less than 100, and the total amount ofa diester, a triester, a tetraester, and a pentaester in the compositionbe 25 to 65% by area. The reason why it is not preferable that the valuebe out of the above-described range, is that if the total amount of adiester, a triester, a tetraester, and a pentaester in the compositionis less than 10% by area, sufficient dispersion ability cannot beobtained.

Further, among the trehalose fatty acid esters, a diester, a triester,and a tetraester have more excellent dispersion ability, and exhibittheir effect even with the amount of the composition of 2% by area ormore. For this reason, the total amount of a diester, a triester, and atetraester is preferably 2 to 39% by area, more preferably 4 to 39% byarea, and particularly preferably 9 to 35% by area.

For example, if the composition is blended into a cosmetic product, forthe purpose of providing a cosmetic that is satisfactory in terms ofcolor development, sense of use, make-up lasting, odor, stability overtime, and productivity, the trehalose fatty acid ester compositionhaving the amount of a diester, a triester, and a tetraester in thecomposition of 2 to 40% by area and the amount of a hexaester, aheptaester, and an octaester of 30 to 98% by area is valid. It is morepreferable for the composition to have the amount of a diester, atriester, and a tetraester of 10 to 40% by area, and to have the amountof a hexaester, a heptaester, and an octaester of 30 to 90% by area, andit is particularly preferable for the composition to have the amount ofa diester, a triester, and a tetraester of 20 to 40% by area, and tohave the amount of a hexaester, a heptaester, and an octaester of 30 to80% by area.

The reason why the amount should be in the above-described range is thata diester, a triester, and a tetraester are excellent as pigmentdispersants, for example, are excellent particularly in extenderdispersibility. Furthermore, a hexaester, a heptaester, and an octaesterare preferred particularly in terms of productivity due to it highflowability, and when it is applied to the skin, it has good sense ofuse. For this reason, it imparts improved sense of use and excellentproductivity without deteriorating the pigment dispersibility. Forexample, if they are blended into a cosmetic product, for the purpose ofproviding a cosmetic satisfactory in terms of color development, senseof use, make-up lasting, odor, stability over time, and productivity, itis preferable that the ratio be in the above-described range.

Although the trehalose fatty acid ester composition exhibiting the ratiocomposition can be obtained by esterification with addition of rawmaterials in a specific ratio, a composition obtained by mixing thetrehalose fatty acid ester compositions prepared by a known method in aspecific ratio is more preferable, since this makes it possible toeasily provide a composition uniformly having the components of adiester, a triester, and a tetraester, having excellent dispersibility,and the components of a hexaester, a heptaester, and an octaester,having good productivity, and sense of use.

For example, in a method for obtaining a composition having improvedsense of use, and excellent productivity without deteriorating thepigment dispersibility, by mixing the trehalose fatty acid estercomposition prepared by a known method in a specific ratio, it ispossible to obtain a desired composition by mixing a trehalose fattyacid ester composition having an amount of a diester, a triester, and atetraester of 25 to 85% by area, and a trehalose fatty acid estercomposition having an amount of a hexaester, a heptaester, and anoctaester of 65 to 99% by area, in a mass ratio of 2/98 to 27/73.

Furthermore, a single diester has excellent dispersion ability, but highcrystallinity, and accordingly, when blended into a cosmetic, it isdifficult to provide a cosmetic that is satisfactory in terms of shaperetaining ability without generation of crystals over time, etc.However, since such a single diester has high solubility in a triesterthrough a heptaester, it can be blended with these esters to improveusability or sense of use. For example, if it is blended into a cosmeticproduct, it is possible to obtain a cosmetic that is satisfactory interms of color development, sense of use, make-up lasting, odor, andstability over time.

It is possible to obtain a desired composition, for example, bysubjecting a trehalose fatty acid ester composition prepared by a knownmethod to silica gel column chromatography, etc., and mixing theisolated trehalose difatty acid ester and the trehalose fatty acid estercomposition having an amount of a triester through a heptaester of 20 to90% by area, in a mass ratio of 2/98 to 27/73.

Further, among the trehalose fatty acid ester compositions of thepresent invention, the trehalose fatty acid ester composition having ahydroxyl value of 100 to 500, and the total amount of a diester, atriester, and a tetraester in the composition of 35 to 100% by area, canbe used in combination with a polar oil having the remaining freehydroxyl groups, to impart improved usability or sense of use withoutdeteriorating the pigment dispersibility, and when it can be blended in,for example, a cosmetic product, it is possible to obtain a cosmeticthat is satisfactory in terms of color development, sense of use,make-up lasting, odor, and stability over time. The trehalose fatty acidester composition of the present invention, for which, for example, abranched saturated fatty acid is used, preferably has a low hydroxylvalue to avoid too high of a viscosity at room temperature, and betterflowability in terms of productivity, etc., and tends to maintaindispersibility and solubility in oil, stability over time, andpreferably to have a high hydroxyl value to give better dispersibility.

The trehalose fatty acid ester composition of the present invention hashigh dispersion ability, and thus is suitable as a dispersant for apigment, etc., in particular, as a pigment dispersant to be blended intoa cosmetic. Accordingly, for example, if it is used for a variety ofcosmetics, a larger amount of the pigment can be blended into cosmetics,thereby providing cosmetics having excellent color tone. In particular,since it has excellent pigment dispersibility in the oily components, itis suitable for use in an oily cosmetic.

Moreover, since it can provide a cosmetic that has excellent sense ofuse, make-up lasting, odor, and stability over time, it is suitable forproviding a cosmetic having a desired color tone of high quality.

For example, the trehalose fatty acid ester composition that has ahydroxyl value of 200 to 500, and the total amount of a diester, atriester, a tetraester in the composition of 60 to 100% by area, hashigh dispersion ability and very high viscosity, and thus if it is usedas a powder binder for surface treatment of the powders containing anextender in an amount of 5% by mass or less, it can provide powdershaving high dispersibility, good sense of use, excellent absorptivity onthe skin, long make-up lasting, and excellent shape-retaining ability.

Furthermore, since the trehalose fatty acid ester composition of thepresent invention has hardness enhancing action, it can be combined witha wax (oil gelling agent) such as a candelilla wax, a polyethylene wax,and a ceresine wax, to enhance the hardness and improve theshape-retaining ability, as compared with those with general oils. Amongthese, the candelilla wax can impart a higher hardness enhancing effect.For this reason, by blending the composition into a cosmetic, an amountof a wax to be used can be reduced, and larger amounts of othercomponents can be blended therein. As a result, various cosmetics can beobtained. Furthermore, the cosmetic can also have good sense of use.

Therefore, the composition is suitably used in combination with a wax asa hardness enhancing agent.

In addition, the trehalose fatty acid ester composition of the presentinvention can be used as an oil or emulsifier due to its excellentcharacteristics as described above, in addition to a pigment dispersant,a hardness enhancing agent, and a powder binder, and also as acompounding agent for paints, inks, pencils, memory materials,lubricants, etc., in addition to cosmetics.

Examples of the cosmetics, into which the trehalose fatty acid estercomposition of the present invention is preferably blended, include amake-up cosmetic, a milky lotion, a lotion, a washing cosmetic, an UVscreening cosmetic, and a hair cosmetic. Specific examples thereofinclude a stick rouge, a gel rouge, a powder foundation, a liquidfoundation, a stick concealer, a lip gloss, an eye-color pencil, an eyecream, a cleansing oil, a cleansing foam, a W/O type UV cream, a W/Otype whitening cream, a clay wax, and a nail polish. Among these, thecomposition is preferably blended into oily cosmetics.

Further, an amount of the composition to be blended into the cosmeticsis preferably 0.3 to 80% by mass, more preferably 1 to 65% by mass, andparticularly preferably 2 to 55% by mass.

When the trehalose fatty acid ester composition of the present inventionis used in these applications, various conventionally known componentsother than the composition may be blended in an appropriate amountaccording to the purpose, within the range that does not deteriorate theeffects of the present invention. Hereinbelow, by way of examples, thecosmetics will be described in detail.

A cosmetic containing the trehalose fatty acid ester compositions of thepresent invention can be produced in accordance with a conventionallyknown method, by blending with various components usually used in thecosmetics within the range that does not deteriorate the effects of thepresent invention, if necessary.

For example, it is possible to arbitrarily blend anion surfactants,cation surfactants, ampholytic surfactants, lipophilic nonionicsurfactants, hydrophilic nonionic surfactants, silicone surfactants,natural surfactants, liquid fats and oils, solid fats and oils, waxes,hydrocarbon oils, higher fatty acids, higher alcohols, ester oils,silicon oils, powders, moisturizers, natural water-soluble polymers,semisynthetic water-soluble polymers, synthetic water-soluble polymers,inorganic water-soluble polymers, thickeners, ultraviolet absorbers,metal ion sequesters, lower alcohols, polyalcohols, monosaccharides,oligosaccharides, polysaccharides, amino acids, organic amines,synthetic-resin emulsions, pH adjuster, vitamins, antioxidants,antioxidizing auxiliaries, fragrances and water, if necessary.

Examples of the anion surfactants include fatty-acid soaps such assubstrates for soap, sodium laurate and sodium palmitate; salts ofhigher alkyl sulfuric ester such as sodium lauryl sulfate and potassiumlauryl sulfate; salts of alkyl ether sulfuric ester such asPOE-triethanolamine lauryl sulfate and POE-sodium lauryl sulfate;N-acylsarcosine acids such as sodium lauroyl sarcosine; higher fattyacid amide sulfonates such as sodium N-myristoyl-N-methyl taurate,sodium palm oil fatty acid methyl ester tauride and sodium lauryl methyltauride; salts of phosphoric ester such as sodium POE-oleyl etherphosphate and POE-stearyl ether phosphoric acid; sulfosuccinates such assodium di-2-ethylhexyl sulfosuccinate, sodium monolauroylmonoethanolamide polyoxyethylene sulfosuccinate and sodium laurylpolypropylene glycol sulfosuccinate; alkylbenzene sulfonates such aslinear sodium dodecylbenzenesulfonate, linear triethanolaminedodecylbenzenesulfonate and linear dodecylbenzenesulfonic acid;N-acylglutamates such as monosodium N-lauroyl glutamate, disodiumN-stearoyl glutamate and monosodium N-myristoyl-L-glutamate; higherfatty acid ester sulfates such as hardened palm oil fatty acid glycerinsodium sulfate; sulfated oils such as sulfated caster oil;POE-alkylether carboxylic acids; POE-alkylallyl ether carboxylates;α-olefin sulfonates; higher fatty acid ester sulfonates; secondaryalcohol sulfates; higher fatty acid alkylol amide sulfates; sodiumlauroyl monoethanolamide succinates; ditriethanolamine N-palmitoylaspartate; and casein sodium.

Examples of the cation surfactants include alkyl trimethyl ammoniumsalts such as stearyl trimethyl ammonium chloride and lauryl trimethylammonium chloride; alkylpyridinium salts such as distearyl dimethylammonium chloride dialkyl dimethyl ammonium salts,poly(N,N′-dimethyl-3,5-methylene piperidinium) chloride andcetylpyridinium chloride; alkyl quaternary ammonium salts, alkyldimethyl benzyl ammonium salts, alkyl isoquinolinium salts, dialkylmorphonium salts, POE-alkylamine, alkylamine salts, polyamine fatty acidderivatives, amyl alcohol fatty acid derivatives, benzalkonium chlorideand benzetonium chloride.

Examples of the ampholytic surfactants include imidazoline ampholyticsurfactants such as sodium 2-undecyl-N,N,N-(hydroxyethylcarboxymethyl)-2-imidazoline and salts of disodium2-cocoyl-2-imidazolinium hydroxide-1-carboxyethyloxy; and betaineampholytic surfactants such as2-heptadecyl-N-carboxymethyl-N-hydroxyethyl imidazolinium betaine,lauryl dimethylamino acetic acid betaine, alkyl betaine, amido betaineand sulfobetaine.

Examples of the lipophilic nonionic surfactants include sorbitan fattyacid esters such as sorbitan monooleate, sorbitan monoisostearate,sorbitan monolaurate, sorbitan monopalmitate, sorbitan monostearate,sorbitan sesquioleate, sorbitan trioleate, diglycerol sorbitanpenta-2-ethylhexylate and tetra-2-ethylhexyl diglycerol sorbitan;glycerin fatty acids such as mono cottonseed oil fatty acid glycerin,monoerucic acid glycerin, sesquioleic acid glycerin, monostearic acidglycerin, α,α′-oleic acid pyroglutamic acid glycerin and monostearicacid glycerin; polyglycerin fatty acid esters such as diglycerylmonoisostearate and diglyceryl diisostearate; propylene glycol fattyacid esters such as propylene glycol monostearate; hardened castor oilderivatives; and glycerin alkylethers.

Examples of the hydrophilic nonionic surfactants include POE-sorbitanfatty acid esters such as POE-sorbitan monooleate, POE-sorbitanmonostearate, POE-sorbitan monooleate and POE-sorbitan tetraoleate;POE-sorbit fatty acid esters such as POE-sorbit monolaurate, POE-sorbitmonooleate, POE-sorbit pentaoleate, POE-sorbit monostearate;POE-glycerin fatty acid esters such as POE-glycerin monostearate,POE-glycerin monoisostearate and POE-glycerin triisostearate; POE-fattyacid esters such as POE-monooleate, POE-distearate, POE-monodioleate anddistearic acid ethylene glycol; POE-alkylethers such as POE-laurylether,POE-oleylether, POE-stearylether, POE-behenylether,POE-2-octyldodecylether and POE-cholestanolether; pluronic types such aspluronic; POE-POP-alkylethers such as POE-POP-cetylether,POE-POP-2-decyltetradecylether, POE POP-monobutylether,POE•POP-hydrogenated lanolin and POE•POP-glycerinether;tetra-POE.tetra-POP-ethylenediamine condensation products such astetronic; POE-castor oil hardened castor oil derivatives such asPOE-castor oil, POE-hardened castor oil, POE-hardened castor oilmonoisostearate, POE-hardened castor oil triisostearate, POE-hardenedcastor oil monopyroglutamic acid monoisostearic acid diester andPOE-hardened castor oil maleic acid; POE-beeswax-lanolin derivativessuch as POE-sorbit beeswax; alkanolamides such as palm oil fatty aciddiethanolamide, monoethanolamide laurate and fatty acidisopropanolamide; POE-propylene glycol fatty acid esters;POE-alkylamines; POE-fatty acid amides; sucrose fatty acid esters;POE-nonylphenyl formaldehyde condensation products; alkylethoxy dimethylamine oxides and trioleyl phosphoric acids.

Examples of the silicone surfactants include polyether-modifiedpolysiloxane, a polyoxyalkylene alkylmethyl polysiloxane-methylpolysiloxane copolymer, and alkoxy modified polysiloxane.

Examples of the natural surfactants include lecithins such as soybeanphospholipids, hydrogenated soybean phospholipids, egg yolkphospholipids and hydrogenated egg yolk phospholipids; and soybeansaponins.

Examples of the liquid fats and oils include avocado oil, camellia oil,turtle oil, macadamia nut oil, corn oil, sunflower oil, mink oil, oliveoil, canola oil, egg yolk oil, sesame seed oil, persic oil, wheat germoil, sasanqua oil, castor oil, linseed oil, safflower oil, grapeseedoil, cottonseed oil, perilla oil, soybean oil, earthnut oil, tea seedoil, torreya seed oil, rice bran oil, aleurites fordii oil, Japanesetung oil, jojoba oil, germ oil, evening primrose oil, trioctanoic acidglycerin and triisopalmitic acid glycerin. Here, the liquid fats andoils mean liquid fats and oils at room temperature.

Examples of the solid fats and oils include cacao butter, palm oil, beeftallow, mutton tallow, horse fat, palm kernel oil, lard, beef bone fat,tree wax kernel oil, hoof oil, tree wax, hardened palm oil, hardenedpalm oil, hardened beef tallow, hardened oil and hardened castor oil

Examples of the waxes include beeswax, candelilla wax, cotton wax,carnauba wax, bayberry wax, Ibota wax, whale wax, montan wax, rice branwax, kapok wax, sugarcane wax, lanolin, acetylated lanolin, liquidlanolin, isopropyl lanolate, reduced lanolin, hard lanolin, hexyllaurate, jojoba wax, shellac wax, POE lanolin alcohol ether, POE lanolinalcohol acetate, POE cholesterol ether, lanolin fatty acid polyethyleneglycol and POE hydrogenated lanolin alcohol ether.

Examples of the hydrocarbon oils include liquid paraffin, isoparaffin,heavy liquid isoparaffin, paraffin, ozocerite, squalane, vegetablesqualane, pristine, ceresin, squalene, vaseline, microcrystalline wax,paraffin wax, montan wax, olefin oligomer, polyisobutylene, polybuteneand hydrogenated polybutene.

Examples of the higher fatty acids include lauric acid, myristic acid,palmitic acid, stearic acid, behenic acid, oleic acid, undecylenic acid,tall oil acid, isostearic acid, linoleic acid, linolenic acid,eicosapentaenoic acid (EPA) and docosahexaenoic acid (DHA).

Examples of higher alcohols include linear alcohols such as laurylalcohol, cetyl alcohol, stearyl alcohol, behenyl alcohol, myristylalcohol, oleyl alcohol, setostearyl alcohol; and branched alcohols suchas monostearyl glycerin ether (batyl alcohol), 2-decyl tetradecynol,lanolin alcohol, cholesterol, phytosterol, hexyl dodecanol, isostearicalcohol and octyl dodecanol.

Examples of the ester oils include isopropyl myristate, cetylisooctanoate, octyldodecyl myristate, isopropyl palmitate, isooctylpalmitate, butyl stearate, hexyl laurate, myristyl myristate, decyloleate, hexyldecyl dimethyl octanoate, cetyl lactate, myristyl lactate,octyldodecyl lactate, acetylated lanolin, isocetyl stearate, isocetylisostearate, cholesteryl 12-hydroxy stearate, phytosteryl 12-hydroxystearate, phytosteryl oleate, ethylene glycol di-2-ethylhexanoate,propylene glycol dicaprate, dipentaerythritol fatty acid ester, N-alkylglycol monoisostearate, neopentyl glycol dicaprate, diisostearyl malate,glycerin di-2-heptyl undecanoate, trimethylolpropanetri-2-ethylhexanoate, trimethylolpropane triisostearate, pentaerythritoltetra-2-ethylhexanoate, glyceryl tri-2-ethylhexanoate, tri(capryl/capricacid) glyceryl ester, tri(capryl/caprin/myristin/stearic acid)glyceride, trimethylolpropane triisostearate, cetyl 2-ethylhexanoate,2-ethylhexylpalmitate, glycerin trimyristate, tri-2-heptyl undecanoicacid glyceride, polyglyceryl diisostearate, polyglyceryl triisostearate,polyglyceryl tetraisostearate, diglyceryl triisostearate, diglyceryltetraisostearate, erythrityl tri-2-ethylhexanoate, ditrimethylolpropanetri-2-ethylhexanoate, (isostearic acid/sebacic acid)ditrimethylolpropane oligoester, castor oil fatty acid methyl ester,oleyl oleate, acetoglyceride, 2-heptyl undecyl palmitate, diisobutyladipate, (adipic acid/2-ethylhexanoic acid/stearic acid) glycerinoligoester, (2-hexyl decanoic acid/sebacic acid) diglyceryl oligoester,N-lauroyl-L-glutamic acid-2-octyldodecylester, di-2-heptyl undecyladipate, ethyl laurate, di-2-ethylhexyl sebacate, 2-hexyldecylmyristate, 2-hexyldecyl palmitate, 2-hexyldecyl adipate, diisopropylsebacate, 2-ethylhexyl succinate, ethyl acetate, butyl acetate andtriethyl citrate.

Examples of the silicon oils include chain polysiloxanes such asdimethyl polysiloxane, methylphenyl polysiloxane and methylhydrogenpolysiloxane; cyclic polysiloxanes such as octamethylcyclotetrasiloxane,decamethylcyclopentasiloxane, dodecamethyl-cyclohexasiloxane andtetrahydrotetramethylcyclotetrasiloxane; and polyoxyethylene polyalkylsiloxane.

Usability of the cosmetics containing the trehalose fatty acid estercomposition of the present invention can be improved and the toning ofthe cosmetics can be adjusted by adding powders. Furthermore, thepowders that can be used are not particularly limited by forms, such asspherical, plate and needle shapes; particle sizes such as fumyparticles, fine particles and pigments; and particle structures such asporous and non-porous structures, and inorganic powders,photoluminescent powders, organic powders, pigment powders, metalpowders and composite powders can be used. Specific examples of thepowders include white inorganic pigments such as titanium oxide, zincoxide, cerium oxide and barium sulfate; colored inorganic pigments suchas ferric oxide, titanic iron, (-ferric oxide, iron oxide yellow, ironoxide black, carbon black, low-dimensional titanic oxide, chrome oxide,chromium hydroxide, iron blue, cobalt blue, yellow ocher, mango violet,cobalt violet and titanic cobalt; organic pigment powders such as RedNo. 201, Red No. 202, Red No. 205, Red No. 220, Red No. 226, Red No.228, Red No. 405, Orange No. 203, Orange No. 204, Blue No. 404, YellowNo. 205 and Yellow No. 401; organic pigment powders such as zirconium,barium and aluminum lake, e.g., Red No. 3, Red No. 104, Red No. 106, RedNo. 227, Red No. 230, Red No. 401, Red No. 505, Orange No. 205, YellowNo. 4, Yellow No. 5, Yellow No. 202, Yellow No. 203, Green No. 3 andBlue No. 1. Further, examples of the extenders include white extenderssuch as talc, mica, white mica, gold mica, red mica, black mica,synthesized mica, sericite, lithia mica, vermiculite, synthesizedsericite, kaolin, silicon carbide, bentonite, smectite, aluminum oxide,magnesium oxide, zirconium oxide, antimony oxide, diatom earth, aluminumsilicate, magnesium aluminum metasilicate, calcium silicate, bariumsilicate, magnesium silicate, strontium silicate, metal salts oftungsten acid, calcium phosphate, calcium carbonate, magnesiumcarbonate, calcined calcium sulfate, apatite fluoride, hydroxyapatite,silica, zeolite, ceramic powder and boron nitride; photoluminescentpowders such as titanium dioxide coated mica, titanium dioxide coatedtalc, titanium dioxide coated bismuth oxychloride, colored titaniumoxide coated mica, ferric oxide mica titanium, iron blue treated micatitanium, carmine treated mica titanium, bismuth oxychloride, argentine,polyethylene telephthalate/aluminum/epoxy laminated powder andpolyethylene telephthalate/polyolefin laminated powder; copolymer resinssuch as polyamide resins, polyethylene resins, polyacryl resins,polyester resins, fluorine resins, cellulose resins, polystyrene resinsand styrene-acryl copolymer resins; organic polymer resin powders suchas polypropylene resins, silicon resins, urethane resins, benzoguanamineresins and polyethylene tetrafluoride resins; organic low molecularpowders such as zinc myristate, zinc stearate, calcium palmitate,aluminum stearate and N-acyllysine; natural organic powders such asstarch, silk powder and cellulose powder; or metal powders such asaluminum powder, magnesium powder, copper powder, gold powder and silverpowder; and compound powders such as particulate titanium oxide coatedmica titanium, particulate zinc oxide coated mica titanium, bariumsulfate coated mica titanium, silicon dioxide containing titanium oxideand silicon dioxide containing zinc oxide. These powders can be usedalone, or in a combination of two or more kinds thereof, and a complexcompound(s) thereof can also be used. These powders can be used, ofwhich the surface is treated by using one or more kinds selected fromfluorine compounds, silicon compounds, metal soaps, lecithins,hydrogenated lecithins, collagen, hydrocarbons, higher fatty acids,higher alcohols, esters, waxes, and surfactants.

Examples of the moisturizers include polyethylene glycol, propyleneglycol, glucerine, 1,3-butylene glycol, xylitol, sorbitol, maltitol,chondroitin sulfuric acid, hyaluronic acid, mucoitinsulfuric acid,Trichosanthis Semen acid, atelocollagen, cholesteryl-12-hydroxystearate, sodium lactate, urea, bile salt, dl-pyrrolidone carboxylate,short-chain soluble collagen, diglycerin (EO) PO adducts, rosaroxburghii, yarrow extracts and melilot extracts.

Examples of the natural water-soluble polymers include plant polymerssuch as gum arabic, gum tragacanth, galactan, guar gum, gum carob,Karaya gum, carrageenan, pectin, agar, quince seed (marmelo), algaecolloid (brown algae extracts) and starch (rice, corn, potato, wheat);microbial polymers such as xanthan gum, dextran, succinoglucan andpullulan; and animal polymers such as collagen, casein, albumin andgelatin.

Examples of the semisynthetic water-soluble polymers include starchpolymers such as carboxymethyl starch and methylhydroxypropyl starch;cellulose polymers such as methyl cellulose, nitrocellulose,methylhydroxypropyl cellulose, cellulose sodium sulfate, hydroxypropylcellulose, carboxymethyl cellulose, sodium carboxymethyl cellulose,crystalline cellulose and cellulose powder; and alginic acid polymerssuch as sodium alginate and alginic acid propylene glycol ester.

Examples of the synthetic water-soluble polymers include vinyl polymerssuch as polyvinyl alcohol, polyvinyl methyl ether, polyvinyl pyrrolidoneand carboxyvinyl polymer (carbopol); polyoxyethylene polymers such aspolyethylene glycol 20,000, 40,000, and 60,000; acrylic polymers such aspolyoxyethylene polyoxypropylene copolymer copolymerized polymer,polyacrylic acid sodium, polyethyl acrylate and polyacrylamide; andpolyethylene imine and cation polymer.

Examples of the inorganic water-soluble polymers include bentonite, AlMgsilicate (bee gum), laponite, hectorite and anhydrous silicic acid.

Examples of the thickeners include gum arabic, carrageenan, Karaya gum,gum tragacanth, carob gum, quince seed (marmelo), casein, dextrin,gelatin, sodium pectin acid, sodium alginate, methylcellulose,ethylcellulose, CMC, hydroxyethyl cellulose, hydroxypropyl cellulose,PVA, PVM, PVP, sodium polyacrylate, carboxyvinyl polymer, locust beangum, guar gum, tamarind gum, dialkyl dimethyl ammonium cellulosesulfate, xanthan gum, magnesium aluminum silicate, bentonite andhectorite.

Examples of the ultraviolet absorbers include benzoic acid ultravioletabsorbers such as para-aminobenzoic acid (hereinafter abbreviated asPABA), PABA mono glycerin ester, N,N-dipropoxy PABA ethyl ester,N,N-diethoxy PABA ethyl ester, N,N-dimethyl PABA ethyl ester,N,N-dimethyl PABA butyl ester and N,N-dimethyl PABA ethyl ester;anthranilic acid ultraviolet absorbers such ashomomethyl-N-acetylanthranilate; salicylic acid ultraviolet absorberssuch as amyl salicylate, menthyl salicylate, homomethyl salicylate,octyl salicylate, phenyl salicylate, benzyl salicylate and p-isopropanolphenyl salicylate; cinnamic acid ultraviolet absorbers such as octylcinnamate, ethyl-4-isopropyl cinnamate, methyl-2,5-diisopropylcinnamate, ethyl-2,4-diisopropyl cinnamate, methyl-2,4-diisopropylcinnamate, propyl-p-methoxycinnamate, isopropyl-p-methoxycinnamate,isoamyl-p-methoxycinnamate, octyl-p-methoxycinnamate(2-ethylhexyl-p-methoxycinnamate), 2-ethoxyethyl-p-methoxycinnamate,cyclohexyl-p-methoxycinnamate, ethyl-α-cyano-β-phenyl cinnamate,2-ethylhexyl-α-cyano-β-phenyl cinnamate and glycerylmono-2-ethylhexanoyl-diparamethoxycinnamate; benzophenone ultravioletabsorbers such as 2,4-dihydroxybenzophenone,2,2′-dihydroxy-4-methoxybenzophenone,2,2′-dihydroxy-4,4′-dimethoxybenzophenone,2,2′,4,4′-tetrahydroxybenzophenone, 2-hydroxy-4-methoxybenzophenone,2-hydroxy-4-methoxy-4′-methylbenzophenone,2-hydroxy-4-methoxybenzophenone-5-sulfonate, 4-phenylbenzophenone,2-ethylhexyl-4′-phenylbenzophenone-2-carboxylate,2-hydroxy-4-n-octoxybenzophenone and 4-hydroxy-3-carboxybenzophenone;3-(4′-methylbenzylidene)d,l-camphor; 3-benzyhdene-d,l-camphor; urocanicacid, urocanic acid ethyl ester; 2-phenyl-5-methylbenzoxazole;2,2′-hydroxy-5-methylphenyl benzotriazole;2-(2′-hydroxy-5′-t-octylphenyl) benzotriazole;2-(2′-hydroxy-5′-methylphenyl) benzotriazole; dibenzalazine;dianisoylmethane; 4-methoxy-4′-t-butyl dibenzoylmethane;5-(3,3-dimethyl-2-norbornylidene)-3-pentane-2-one; and2,4,6-trianilino-p-(carbo-2′-ethylhexyl-1′-oxy) 1,3,5-triazine.

Examples of the metal ion sequestrants include1-hydroxyethane-1,1-diphosphonate, tetrasodium salt of1-hydroxyethane-1,1-diphosphonate, disodium edentate, edetate trisodium,edentate tetrasodium, sodium citrate, sodium polyphosphate, sodiummetaphosphate, gluconic acid, phosphoric acid, citric acid, ascorbicacid, succinic acid, edetic acid, and trisodium ethylenediaminehydroxyethyl triacetate.

Examples of the lower alcohols include methanol, ethanol, propanol,isopropanol, isobutyl alcohol and t-butyl alcohol.

Examples of the polyalcohols include dihydric alcohols such as ethyleneglycol, propylene glycol, trimethylene glycol, 1,2-butylene glycol,1,3-butylene glycol, tetramethylene glucol, 2,3-butylene glucol,pentamethylene glucol, 2-butene-1,4-diol, hexylene glycol and octyleneglycol; trihydric alcohols such as glycerin, trimethylolpropane and1,2,6-hexanetriol; tetrahydric alcohols such as pentaerythritol;pentahydric alcohols such as xylitol; hexahydric alcohols such assorbitol and mannitol; polyalcohol polymers such as diethylene glycol,dipropylene glycol, triethylene glucol, polypropylene glycol,tetraethylene glycol, diglycerin, polyethylene glycol, triglycerin,tetraglycerin and polyglycerin; dihydric alcoholic alkyl ethers such asethylene glycol monomethyl ether, ethylene glucol monoethyl ether,ethylene glycol monobutyl ether, ethylene glycol monophenyl ether,ethylene glycol monohexyl ether, ethylene glycol mono 2-methylhexylether, ethylene glycol isoamyl ether, ethylene glycol benzyl ether,ethylene glycol isopropyl ether, ethylene glycol dimethyl ether,ethylene glycol diethyl ether and ethylene glycol dibutyl ether;dihydric alcohol alkyl ethers such as diethylene glycol monomethylether, diethylene glucol monoethyl ether, diethylene glycol monobutylether, diethylene glycol dimethyl ether, diethylene glycol diethylether, diethylene glycol butyl ether, diethylene glycol methylethylether, triethylene glycol monomethyl ether, triethylene glycol monoethylether, propylene glycol monomethyl ether, propylene glycol monoethylether, propylene glycol monobutyl ether, propylene glycol isopropylether, dipropylene glycol methyl ether, dipropylene glycol ethyl etherand dipropylene glycol butyl ether; dihydric alcohol ether esters suchas ethylene glycol monomethyl ether acetate, ethylene glycol monoethylether acetate, ethylene glycol monobutyl ether acetate, ethylene glycolmonophenyl ether acetate, ethylene glycol diadipate, ethylene glycoldisuccinate, diethylene glycol monoethyl ether acetate, diethyleneglycol monobutyl ether acetate, propylene glycol monomethyl etheracetate, propylene glycol monoethyl ether acetate, propylene glycolmonopropyl ether acetate and propylene glycol monophenyl ether acetate;glycerin monoalkyl ethers such as xyl alcohol, selachyl alcohol andbatyl alcohol; sugar alcohols such as sorbitol, maltitol, maltotriose,mannitol, lactitol, sucrose, erythritol, glucose, fructose, amylolyticsugar, maltose, xylitose and, amylolytic sugar reducing alcohol;glysolid; tetrahydroflufuryl alcohol; POE-tetrahydroflufuryl alcohol;POP-butyl ether; POP/POE-butyl ether; tripolyoxy propylene glycerinether; POP-glycerin ether; POP-glycerin ether phosphoric acid; andPOP/POE-pentane erythritol ether.

Examples of the monosaccharides include trioses such as D-glycerylaldehyde and dihydroxy acetone; tetroses such as D-erythrose,D-erythrulose, D-threose and erythritol; pentoses such as L-arabinose,D-xylose, L-lyxose, D-arabinose, D-ribose, D-ribulose, D-xylulose andL-xylulose; hexoses such as D-glucose, D-talose, D-psicose, D-galactose,D-fructose, L-galactose, L-mannose, and D-tagatose; heptoses such asaldoheptose and heptrose; octoses such as octrose; deoxy sugars such as2-deoxy-D-ribose, 6-deoxy-L-galactose and 6-deoxy-L-mannose; aminosugars such as D-glucosamine, D-galactosamine, sialic acid, amino uronicacid, and muramic acid; and uronic acids such as D-glucuronic acid,D-mannuronic acid, L-guluronic acid, D-galacturonic acid, and L-iduronicacid.

Examples of the oligosaccharides include sucrose, gunchianose,umbelliferose, lactose, planteose, isolignoses, α,α-trehalose,raffinose, lignoses, umbilicine, and stachyose verbascoses.

Examples of the polysaccharides include cellulose, quince seed,chondroitin sulfuric acid, starch, dextrin, glucomannan, chitin,galactan, dermatan sulfuric acid, glycogen, gum arabic, heparin sulfuricacid, hyaluronic acid, gum tragacanth, keratan sulfuric acid,chondroitin, xanthan gum, mucoitinsulfuric acid, guar gum, dextran,keratosulfuric acid, locust bean gum, succinoglucan, and caronin acid.

Examples of the amino acids include neutral amino acids such asthreonine and cysteine; and basic amino acids such as hydroxylysine.Further, amino acid derivatives include sodium acylsarcosine (sodiumlauroylsarcosine), acyl glutamate, acyl (-alanine sodium, glutathione,and pyrrolidone carboxylic acid.

Examples of the organic amines include monoethanolamine, diethanolamine,triethanolamine, morpholine, triisopropanolamine,2-amino-2-methyl-1,3-propanediol and 2-amino-2-methyl-1-propanol.

Examples of the synthetic resin emulsions include an acrylic resinemulsion, a polyacrylic acid ethyl emulsion, an acrylic resin solution,a polyacryl alkyl ester emulsion and a polyvinyl acetate resin emulsion.

Examples of the pH adjusters include buffers such as lactic acid-sodiumlactate and citric acid-sodium citrate.

Examples of the vitamins include vitamin A, vitamin B1, vitamin B2,vitamin B6, vitamin C and derivatives thereof, vitamin E, vitamin K andderivatives thereof; pantothenic acids and derivatives thereof; biotins,and the like.

Examples of the antioxidants include tocopherols, dibutylhydroxytoluene, butylhydroxyanisol and gallic acid esters.

Examples of the antioxidizing auxiliaries include phosphoric acids,citric acids, ascorbic acids, maleic acids, malonic acids, succinicacids, fumaric acids, cephalin, hexametaphosphate, phytic acid andethylenediamine tetraacetic acid.

Examples of the other components that can be blended into the cosmeticcompositions include antiseptic agents such as ethylparaben andbutylparaben; ultraviolet absorbers such as benzophenone derivatives,PABA derivatives, cinnamic acid derivatives, salicylic acid derivatives,4-tert-butyl-4′-methoxydibenzoylmethane and oxybenzone; antiflash agentssuch as glycyrrhizinic acid derivatives, glycyrrhetinic acidderivatives, salicylic acid, derivatives, hinokitiol, zinc oxide and,allantoin; skin whitening agents such as placental extracts, vitamin Cand derivatives thereof, hydroquinone and derivatives thereof, andsaxifragaceous extracts; extracts of cork tree bark, coptis root,lithospermi radix, peony root, swertia herb, birch, sage, loquat,carrots, aloe, tree mallow, iris, grapes, coix seed, loofah, lily,saffron, Cnidium Rhizome, ginger, hypericum, ononis, garlic, capsicum,citrus unshiu peel, Japanese angelica root and seaweed; activator agentssuch as royal jelly, photosensitive pigments, cholesterol derivativesand infant blood extracts; blood circulation promoters such as4-hydroxy-3-methoxybenzyl nonylic acid amide, nicotinic acid benzylester, nicotinic acid β-butoxy ethyl ester, capsaicin, gingerone,cantharides tincture, ichthammol, tannic acid, α-borneol, nicotinic acidtocopherol, inositol hexanicotinate, cyclandelate, cinnarizine,tolazoline, acetylcholine, verapamil, cepharanthine, γ-orizanol;antiseborrheic agents such as sulfur and thianthol; tranexamic acids;thiotaurine; and hypotaurine.

Besides, an oil gelling agent can be contained in the cosmetics of thepresent invention. The make-up cosmetics containing a trehalose fattyacid ester composition and an oil gelling agent are particularlyexcellent in sense of use, have good shape retaining ability andpreservation stability thereof, and excellent usability.

The shape retaining ability and gelation ability of an oily cosmetic aresynergistically improved by combining the trehalose fatty acid estercompositions of the present invention with the gelling agent, andeffects thereof can be sufficiently exhibited. Even with a small amountof the gelling agent, sufficient gelation can be attained. As a result,usability is good and feeling of a cosmetic film is sustained, andtherefore, a make-up cosmetic having excellent 1 make-up lasting can beobtained.

Here, the oil gelling agents in the present invention refer to thosethat can solidify or gelatinize oily components such as fats and oils,waxes, hydrocarbon oils, higher fatty acids, higher alcohols, ester oilsand silicon oils, and a commercially available product thereof can beused.

Further, examples of the oil gelling agents include waxes,12-hydroxystearic acid, dextrin fatty acid esters, sucrose fatty acidesters, metal soaps, anhydrous silicic acids, (behenic acid/eicosanicdiacid) glyceryl and organic modified clay minerals. These may be usedalone, or in combination of two or more kinds thereof.

Examples of the waxes that are the oil gelling agents include paraffinwax, ceresin wax, microcrystalline wax, Fischer-Tropsch wax,polyethylene wax, carnauba wax and candelilla wax. These may be usedalone, or in combination of two or more kinds thereof.

Examples of the commercially available products thereof include tradename: Purified Carnauba Wax No. 1, manufactured by Noda Wax Co., Ltd.;trade name: OZOKERAITE WAX SP-273P, manufactured by STRAHL & PITSH INC.;trade name: Microwax 190Y, manufactured by Mobil Oil Co.; trade name:Himic 1080/2095, manufactured by Nippon Seiro Co., Ltd.; trade name:Sanwax E-200/E-300, manufactured by Sanyo Chemical Industries, Ltd.;trade name: Mobil 180, manufactured by Mobil Oil Co.; trade name:Starwax 100, produced by Bareco; trade name: Nisseki Microwax 180,manufactured by Nippon Oil Corporation; trade name: Fischer-Tropsch WaxFT-95/FT100H/FT-150/FT-200, manufactured by Sasol Wax Limited; tradename: BeSquare 180/185/190/195, manufactured by Bareco; trade name:Polywax 500/655, manufactured by Bareco; and trade name: Sasol WaxH1/C1/C2, manufactured by Sasol Wax Limited.

12-Hydroxystearic acid that is the oil gelling agent is a fatty acidhaving a hydroxyl group. For example, it can be obtained byhydrogenating a recinoleic acid that is obtained from castor oil.

Dextrin fatty acid esters that are the oil gelling agents are soluble inoil and ester compounds of a linear or branched, saturated orunsaturated fatty acids having 8 to 24 carbon atoms (preferably 14 to 18carbon atoms) with a dextrin having average degree of polymerization of10 to 50 (preferably 20 to 30).

Examples thereof include dextrin palmitic acid, palmiticacid/2-ethylhexanoic acid dextrin, dextrin stearic acid, palmiticacid/stearic acid dextrin, dextrin oleic acid, dextrin isopalmitic acidand dextrin isostearic acid. These may be used alone, or in combinationof two or more kinds thereof.

Examples of the commercially available products of dextrin palmitic acidinclude trade name: Leopal KL, manufactured by Chiba Seifun Co., Ltd.and trade name: Leopal TL, manufactured by Chiba Seifun Co., Ltd.Further, the commercially available products of palmiticacid/2-ethylhexanoic acid dextrin include trade name: Leopal TT,manufactured by Chiba Seifun Co., Ltd.

As the sucrose fatty acid esters that are the oil gelling agents, anysucrose fatty acid esters that are usually used in the cosmeticcompositions can be used, and it is particularly preferable to use fattyacid esters of palmitic acid, stearic acid, behenic acid, oleic acid andlauric acid.

Examples of the metal soaps that are the oil gelling agents includeisostearic acid aluminium, stearic acid aluminium and stearic acidcalcium, and these may be used alone, or in combination of two or morekinds thereof.

As for anhydrous silicic acids that are the oil gelling agents, if theyare those that are usually used in the cosmetic compositions, any formsof fumy, porous, non porous, and spherical ones can be used. It ispossible to use one or more kinds selected from the above. It isparticularly preferable to use a fumy anhydrous silicic acid or ahydrophobized fumy anhydrous silicic acid that are obtained by treatingfumy anhydrous silicic acid with hydrophobizing treatment.

In addition, a primary particle size of the fumy anhydrous silicic acidor hydrophobized fumy anhydrous silicic acid is preferably 50 nm orless, and particularly preferably 20 nm or less. The fumy anhydroussilicic acid can be obtained by hydrolyzing silicon tetrachloride inhydrogen and enzymatic salts.

Examples of the commercially available products of the anhydrous silicicacid include Aerosil 50, Aerosil 130, Aerosil 200, Aerosil 200V, Aerosil200CF, Aerosil 200FAD, Aerosil 300, Aerosil 300CF and Aerosil 380, allmanufactured by Nippon Aerosil Co., Ltd.

Examples of the methods for hydrophobizing the fumy anhydrous silicicacid include trimethylsiloxy treatment with trimethyl chlorosialane andhexamethyldisilazane, octyl silanization, coating and baking usingmethylhydrogen polysiloxane, and coating with metal soaps.

Examples of the commercially available products of the hydrophobizedfumy anhydrous silicic acid include Aerosil R-972, Aerosil R-972V,Aerosil R-972CF, Aerosil R-974, Aerosil R-976S, Aerosil RX200, AerosilRY200, Aerosil R-202, Aerosil R-805, Aerosil R-812, and Aerosil RA200H,all manufactured by Nippon Aerosil Co., Ltd.; Taranox 500 manufacturedby Talco Co.; and CAB-O-SIL TS-530 manufactured by Cabot Corporation.

(Behenic acid/eicosanic diacid) glyceryl that is the oil gelling agentis an oligomer ester of behenic acid and eicosanic diacid with glycerin.Examples of the commercially available products thereof include tradename: Nomcort HK-G, by the Nisshin OilliO Group, Ltd.

Examples of the organic modified clay minerals that are the oil gellingagents include organic modified bentonites and those wherein water swellclay minerals are treated with quaternary ammonium salts. These may beused alone, or in combination of two or more kinds thereof.

Examples of the commercially available products of the organic modifiedbentonites include trade name: Bentone 38, manufactured by NLIndustries, Inc. and trade name: Bentone 27, manufactured by NLIndustries, Inc.

The cosmetics containing the trehalose fatty acid ester composition ofthe present invention can be prepared by using a conventionally knownpreparation method.

EXAMPLES

Hereinbelow, the present invention will be described in detail withreference to specific Examples, Further, the present invention shouldnot be construed to be limited by the following Examples in any way.

As used herein, the content of the trehalose fatty acid ester refers toan area percentage (% by area), as determined by means ofhigh-performance liquid chromatography analysis (hereinafter simplyreferred to as HPLC), that is analyzed and determined by the method asfollows.

Method for Analysis and Measurement of the Composition of the TrehaloseFatty Acid Ester Compositions and the Comparative Sugar Fatty Acid EsterCompositions.

Analysis and measurement of the composition of the trehalose fatty acidester compositions 1 to 9, and the comparative sugar fatty acid estercompositions 1 to 5 were conducted by means of HPLC, using an RI(differential refraction index) method, with reference to “Determinationof Sucrose Fatty Acid Ester by High-performance Liquid Chromatography;J. Oleo Sci., Vol. 50, No. 4 (2001)”.

For the separation of each component in the trehalose fatty acid estercompositions and comparative sugar fatty acid ester compositions, GPCcolumns and ODS columns were used together to separate the remaining rawmaterials, a monoester, a diester, a triester, and a tetra- or highervalent polyester in the analysis and measurement of the compositionusing the GPC columns (in the GPC columns, it is impossible to separatea tetraester through an octaester, individually, thus a polyester isseparated collectively), to obtain the composition ratio for each of thecomponents. Further, in the analysis and measurement of the compositionusing the ODS column, a tetraester, a pentaester, a hexaester, aheptaester, and an octaester are separated, to obtain each compositionratio. From the composition ratio of a tetra- or higher valentpolyester, as determined using the GPC columns, the composition ratiosof a tetraester, a pentaester, a hexaester, a heptaester, and anoctaester were determined by conversion. Hereinbelow, the measurementconditions, and the method for determining the composition ratio aredescribed in detail.

(Analysis and Measurement of the Composition of an Ester Using GPCColumns)

As the GPC columns, four columns of styrene divinylbenzene-based TSK-GELG4000HHR, 5 μm, 7.8×300 mm, TSK-GEL G3000HHR, 5 μm, 7.8×300 mm, TSK-GELG2000HHR, 5 μm, 7.8×300 mm, and TSK-GEL G3000HHR, 5 μm, 7.8×300 mm (allmanufactured by TOSOH CORPORATION) were used sequentially connected inseries, and as a mobile phase, tetrahydrofuran was used, in order toseparate raw materials “S (% by area)”, a monoester “A (% by area)”, adiester “B (% by area)”, a triester “C (% by area)”, and a tetra- orhigher valent polyester “X (% by area)”, which were present in each ofthe ester compositions. Using the measurement results, the compositionratio of each component was determined.

HPLC was performed by using a differential refraction index detector asa detector (Shimadzu pump unit for high-performance liquidchromatography, LC-10AD, Shimadzu column oven for high-performancechromatography, CTO-10A, and Shimadzu differential refraction indexdetector for high-performance chromatography RID-6A, all manufactured bySHIMADZU CORPORATION).

Further, measurements were carried out under the condition of a columntemperature of HPLC of 40° C., and a flow rate of the mobile phase of0.5 mL/min.

(Analysis of the Composition of an Ester Using ODS Columns)

As the ODS columns, Kaseisorb LC ODS2000, 5 μm, 4.6×150 mm (manufacturedby Tokyo Chemical Industry Co., Ltd.) was used, and as a mobile phase, amixed solution of tetrahydrofuran:methanol=55:45 (volume ratio) wasused, in order to separate a tetraester “d (% by area)”, a pentaester “e(% by area)”, a hexaester “f (% by area)”, a heptaester “g (% by area)”,and an octaester “h (% by area)”, which were present in each of theester compositions. Using the measurement results, the composition ratioof each component in the polyester was determined.

HPLC was performed by using a differential refraction index detector asa detector (Shimadzu pump unit for high-performance liquidchromatography, LC-10AD, Shimadzu column oven for high-performancechromatography, CTO-10A, and Shimadzu differential refraction indexdetector for high-performance chromatography RID-6A, all manufactured bySHIMADZU CORPORATION).

Further, measurements were carried out under the condition of a columntemperature of HPLC of 40° C., and a flow rate of the mobile phase of0.8 mL/min.

Further, since in the analysis using the ODS columns, the peaks derivedfrom raw materials, a monoester, a diester, and a triester overlap thenoise peaks derived from the solvent, it is impossible to attain preciseseparation. Thus, in the analysis and measurement of the composition ofthe ester using ODS column, only the composition ratios of a tetraester,a pentaester, a hexaester, a heptaester, and an octaester were taken formeasurements.

(Methods for Determining the Composition Ratio of Each Component in theTrehalose Fatty Acid Ester Compositions and the Comparative Sugar FattyAcid Ester Compositions)

The composition ratio of raw materials “S (% by area)”, the compositionratio of a monoester “A (% by area)”, the composition ratio of a diester“B (% by area)”, and the composition ratio of a triester “C (% by area)”in the trehalose fatty acid ester composition and the comparative sugarfatty acid ester composition were determined using the measurementresults, as described in the analysis of the composition of an esterusing GPC columns, as described above.

Furthermore, the composition ratio of a tetraester “D (% by area)”, thecomposition ratio of a pentaester “E (% by area)”, the composition ratioof a hexaester “F (% by area)”, the composition ratio of a heptaester “G(% by area)”, and the composition ratio of an octaester “H (% by area)”were determined from the composition ratio of a polyester “X (% byarea)” as measured in the GPC columns, and the composition ratio of atetraester “d (% by area)”, the composition ratio of a pentaester “e (%by area)”, the composition ratio of a hexaester “f (% by area)”, thecomposition ratio of a heptaester “g (% by area)”, and the compositionratio of an octaester “h (% by area)” as described in the analysis ofthe composition of an ester using ODS columns, as described above, byusing the following equation. Based on this, the composition ratio ofeach component (a tetraester, a pentaester, a hexaester, a heptaester,and an octaester) was determined.

Equation:

If the sum of the areas (%) of a polyester (a tetraester, a pentaester,a hexaester, a heptaester, and an octaester), as measured in the ODScolumns, was taken as “Y (% by area)”, the result will be as follows:Y(% by area)=d+e+f+g+h.

From the composition ratio “X (% by area)” of a polyester, as measuredin the GPC columns, and the composition ratio “d (% by area)” of atetraester, as measured in the ODS columns, for example, the compositionratio of a tetraester was determined as follows:D(% by area)=X×d/Y.

The composition ratios of the following a pentaester “E (% by area)”, ahexaester “F (% by area)”, a heptaester “G (% by area)”, and anoctaester “H (% by area)” were determined by using the same methods asdescribed above.

Example 1 Trehalose Fatty Acid Ester Composition 1 Obtained byTransesterifying Trehalose with Methyl Isostearate.

162.5 g (0.43 mole) of trehalose-dihydrate (manufactured by HayashibaraGroup., TREHA-HT), 1100.3 g (3.66 moles) of methyl isostearate (preparedby a routine method, acid value: 2.0), 3.3 g of potassium carbonate(manufactured by Wako Pure Chemical Industries, Ltd., potassiumcarbonate), and 63.1 g of sodium stearate (manufactured by Wako PureChemical Industries, Ltd., sodium stearate) were charged into a 2000-mlfour-neck flask equipped with a stirrer, a thermometer, a cork-stopperednitrogen gas inlet tube, and a cork-stoppered glass tube, and stirred at95° C., while drying moisture off under reduced pressure. Nitrogen gaswas used to return the inner pressure of the four-neck flask to normalpressure, and as a catalyst, 8.1 g of potassium carbonate (manufacturedby Wako Pure Chemical Industries, Ltd., potassium carbonate) was addedthereto, and the pressure was reduced again. The mixture was reacted at110 to 170° C. for 48 hours under pressure. After completion of thereaction, the mixture was diluted with 1000 ml of xylene, and filtered,and the filtrate was slowly and repeatedly washed with warm water untilthe aqueous solution layer that was a lower layer was substantiallyneutralized. After completion of the washing, the xylene layer that wasan upper layer was dried under pressure, and xylene was distilled off.Further, the mixture was decolored with activated carbon and activatedclay, and then deodorized under distillation treatment by an ordinarymethod, to obtain 815 g of a desired trehalose fatty acid estercomposition 1 having a hydroxyl value of 28 and a saponification valueof 176.

The analysis results of the composition of this trehalose fatty acidester composition 1 by means of HPLC are shown in Table 1.

Example 2 Trehalose Fatty Acid Ester Composition 2 Obtained byTransesterifying Trehalose with Methyl Isostearate.

170.1 g (0.45 mole) of trehalose•dihydrate (manufactured by HayashibaraGroup., TREHA-HT), 988.9 g (3.29 moles) of methyl isostearate (preparedby a routine method, acid value: 2.0), 69.5 g of isostearic acid(manufactured by Cognis Corporation, Emersol, 874), and 113.2 g of a 10wt % aqueous solution of sodium hydroxide were charged into a 2000-mlfour-neck flask equipped with a stirrer, a thermometer, a cork-stopperednitrogen gas inlet tube, and a cork-stoppered glass tube, and stirred at95° C., while drying moisture off under reduced pressure. Nitrogen gaswas used to return the inner pressure of the four-neck flask to normalpressure, and as a catalyst, 8.5 g of potassium carbonate (manufacturedby Wako Pure Chemical Industries, Ltd., potassium carbonate) was addedthereto, and the pressure was reduced again. The mixture was reacted at110 to 170° C. for 48 hours under pressure. After completion of thereaction, the mixture was diluted with 1000 ml of xylene, and filtered,and the filtrate was slowly and repeatedly washed with warm water untilthe aqueous solution layer that was a lower layer was substantiallyneutralized. After completion of the washing, the xylene layer that wasan upper layer was dried under pressure, and xylene was distilled off.Further, the mixture was decolored with activated carbon and activatedclay, and then deodorized under distillation treatment by an ordinarymethod, to obtain 695 g of a desired trehalose fatty acid estercomposition 2 having a hydroxyl value of 42 and a saponification valueof 172.

The analysis results of the composition of this trehalose fatty acidester composition 2 by means of HPLC are shown in Table 1.

Example 3 Trehalose Fatty Acid Ester Composition 3 Obtained byTransesterifying Trehalose with Methyl Isostearate.

207.9 g (0.55 mole) of trehalose•dihydrate (manufactured by HayashibaraGroup., TREHA-HT), 1126.6 g (3.74 moles) of methyl isostearate (preparedby a routine method, acid value: 2.0), 74.1 g of isostearic acid(manufactured by Cognis Corporation, Emersol, 874), and 120.2 g of a 10wt % aqueous solution of sodium hydroxide were charged into a 2000-mlfour-neck flask equipped with a stirrer, a thermometer, a cork-stopperednitrogen gas inlet tube, and a cork-stoppered glass tube, and stirred at95° C., while drying moisture off under reduced pressure. Nitrogen gaswas used to return the inner pressure of the four-neck flask to normalpressure, and as a catalyst, 10.4 g of potassium carbonate (manufacturedby Wako Pure Chemical Industries, Ltd., potassium carbonate) was addedthereto, and the pressure was reduced again. The mixture was reacted at110 to 170° C. for 48 hours under pressure. After completion of thereaction, the mixture was diluted with 1500 ml of xylene, and filtered,and the filtrate was slowly and repeatedly washed with warm water untilthe aqueous solution layer that was a lower layer was substantiallyneutralized. After completion of the washing, the xylene layer that wasan upper layer was dried under pressure, and xylene was distilled off.Further, the mixture was decolored with activated carbon and activatedclay, and then deodorized under distillation treatment by an ordinarymethod, to obtain 805 g of a desired trehalose fatty acid estercomposition 3 having a hydroxyl value of 57 and a saponification valueof 168.

The analysis results of the composition of this trehalose fatty acidester composition 3 by means of HPLC are shown in Table 1.

Example 4 Trehalose Fatty Acid Ester Composition 4 Obtained byTransesterifying Trehalose with Methyl Isostearate.

241.9 g (0.64 mole) of trehalose•dihydrate (manufactured by HayashibaraGroup., TREHA-HT), 1001.9 g (3.33 moles) of methyl isostearate (preparedby a routine method, acid value: 2.0), 3.0 g of potassium carbonate(manufactured by Wako Pure Chemical Industries, Ltd., potassiumcarbonate), and 62.2 g of sodium stearate (manufactured by Wako PureChemical Industries, Ltd., sodium stearate) were charged into a 2000-mlfour-neck flask equipped with a stirrer, a thermometer, a cork-stopperednitrogen gas inlet tube, and a cork-stoppered glass tube, and stirred at95° C., while drying moisture off under reduced pressure. Nitrogen gaswas used to return the inner pressure of the four-neck flask to normalpressure, and as a catalyst, 12.1 g of potassium carbonate (manufacturedby Wako Pure Chemical Industries, Ltd., potassium carbonate) was addedthereto, and the pressure was reduced again. The mixture was reacted at110 to 170° C. for 48 hours under pressure. After completion of thereaction, the mixture was diluted with 1000 ml of xylene and 500 ml ofbutyl acetate, and filtered, and the filtrate was slowly and repeatedlywashed with warm water until the aqueous solution layer that was a lowerlayer was substantially neutralized. After completion of the washing,the xylene layer that was an upper layer was dried under pressure, andxylene was distilled off. Further, the mixture was decolored withactivated carbon and activated clay, and then deodorized underdistillation treatment by an ordinary method, to obtain 705 g of adesired trehalose fatty acid ester composition 4 having a hydroxyl valueof 94 and a saponification value of 166.

The analysis results of the composition of this trehalose fatty acidester composition 4 by means of HPLC are shown in Table 1.

Example 5 Trehalose Fatty Acid Ester Composition 5 Obtained byTransesterifying Trehalose with Methyl Isostearate.

283.5 g (0.75 mole) of trehalose•dihydrate (manufactured by HayashibaraGroup., TREHA-HT), 880.6 g (2.93 moles) of methyl isostearate (preparedby a routine method, acid value: 2.0), 69.8 g of isostearic acid(manufactured by Cognis Corporation, Emersol, 874), and 112.0 g of a 10wt % aqueous solution of sodium hydroxide were charged into a 2000-mlfour-neck flask equipped with a stirrer, a thermometer, a cork-stopperednitrogen gas inlet tube, and a cork-stoppered glass tube, and stirred at95° C., while drying moisture off under reduced pressure. Nitrogen gaswas used to return the inner pressure of the four-neck flask to normalpressure, and as a catalyst, 12.1 g of potassium carbonate (manufacturedby Wako Pure Chemical Industries, Ltd., potassium carbonate) was addedthereto, and the pressure was reduced again. The mixture was reacted at110 to 170° C. for 48 hours under pressure. After completion of thereaction, the mixture was diluted with 750 ml of xylene and 750 ml ofbutyl acetate, and filtered, and the filtrate was slowly and repeatedlywashed with warm water until the aqueous solution layer that was a lowerlayer was substantially neutralized. After completion of the washing,the layer of a mixture of xylene and butyl acetate that was an upperlayer was dried under pressure, and butyl acetate and xylene weredistilled off. Further, the mixture was decolored with activated carbonand activated clay, and then deodorized under distillation treatment byan ordinary method, to obtain 673 g of a desired trehalose fatty acidester composition 5 having a hydroxyl value of 142 and a saponificationvalue of 159.

The analysis results of the composition of this trehalose fatty acidester composition 5 by means of HPLC are shown in Table 1.

Example 6 Trehalose Fatty Acid Ester Composition 6 Obtained byTransesterifying Trehalose with Methyl Isostearate.

37.8 g (0.1 mole) of trehalose•dihydrate (manufactured by HayashibaraGroup., TREHA-HT), 90.3 g (0.3 mole) of methyl isostearate (prepared bya routine method, acid value: 2), and 330 ml of dimethyl sulfoxide(manufactured by Wako Pure Chemical Industries, Ltd., dimethylsulfoxide) were charged into a 500-ml four-neck flask equipped with astirrer, a thermometer, a cork-stoppered nitrogen gas inlet tube, and acork-stoppered glass tube, and stirred at 70° C. under supply ofnitrogen gas, to dissolve trehalose. The mixture was dried under reducedpressure under stirring at 75 to 80° C. for 1 hour. Nitrogen gas wasused to return the inner pressure of the four-neck flask to normalpressure, and as a catalyst, 1.9 g of potassium carbonate (manufacturedby Wako Pure Chemical Industries, Ltd., potassium carbonate) was addedthereto, and the pressure was reduced again. The mixture was reacted at80 to 95° C. for 12 hours under pressure. After completion of thereaction, the mixture was neutralized with citric acid monohydrate(manufactured by Wako Pure Chemical Industries, Ltd., citric acidmonohydrate), and dimethyl sulfoxide was distilled off under pressure.The resulting mixture was further diluted with 200 ml of ethyl acetate(manufactured by Wako Pure Chemical Industries, Ltd., ethyl acetate),and 100 ml of 2-propanol (manufactured by Wako Pure Chemical Industries,Ltd., 2-propanol), and decolored with activated carbon and activatedclay. The activated carbon and the activated clay were separated byfiltration, and ethyl acetate and 2-propanol were distilled off from themixture solution under reduced pressure to obtain 103 g of a desiredtrehalose fatty acid ester composition 6 having a hydroxyl value 238 anda saponification value of 146.

The analysis results of the composition of this trehalose fatty acidester composition 6 by means of HPLC are shown in Table 1.

Example 7 Trehalose Fatty Acid Ester Composition 7 Obtained byTransesterifying Trehalose with Methyl Isostearate.

151.2 g (0.4 mole) of trehalose•dihydrate (manufactured by HayashibaraGroup., TREHA-HT), 206.8 g (0.68 mole) of methyl isostearate (preparedby a routine method, acid value: 4), and 500 ml of dimethyl sulfoxide(manufactured by Wako Pure Chemical Industries, Ltd., dimethylsulfoxide) were charged into a 1000-ml four-neck flask equipped with astirrer, a thermometer, a cork-stoppered nitrogen gas inlet tube, and acork-stoppered glass tube, and stirred at 70° C. under supply ofnitrogen gas, to dissolve trehalose. The mixture was dried under reducedpressure under stirring at 75 to 80° C. for 1 hour. Nitrogen gas wasused to return the inner pressure of the four-neck flask to normalpressure, and as a catalyst, 7.6 g of potassium carbonate (manufacturedby Wako Pure Chemical Industries, Ltd., potassium carbonate) was addedthereto, and the pressure was reduced again. The mixture was reacted at80 to 95° C. for 12 hours under pressure. After completion of thereaction, the mixture was neutralized with citric acid monohydrate(manufactured by Wako Pure Chemical Industries, Ltd., citric acidmonohydrate), and dimethyl sulfoxide was distilled off under pressure.The resulting mixture was further diluted with 400 ml of ethyl acetate(manufactured by Wako Pure Chemical Industries, Ltd., ethyl acetate),and 200 ml of 2-propanol (manufactured by Wako Pure Chemical Industries,Ltd., 2-propanol), and decolored with activated carbon and activatedclay. The activated carbon and the activated clay were separated byfiltration, and ethyl acetate and 2-propanol were distilled off from themixture solution under reduced pressure to obtain 225 g of a desiredtrehalose fatty acid ester composition 7 having a hydroxyl value 350 anda saponification value of 122.

The analysis results of the composition of this trehalose fatty acidester composition 7 by means of HPLC are shown in Table 1.

Example 8 Paste Trehalose Fatty Acid Ester Composition 8 Obtained byTransesterifying Trehalose with Methyl Stearate and Methyl Isostearate

207.9 g (0.55 mole) of trehalose•dihydrate (manufactured by HayashibaraGroup., TREHA-HT), 493.1 g (1.65 moles) of methyl stearate (prepared bya routine method, acid value: 0.6), 496.7 g (1.67 moles) of methylisostearate (prepared by a routine method, acid value: 2.0), 71.9 g ofisostearic acid (manufactured by Cognis Corporation, Emersol, 874), and111.3 g of a 10 wt % aqueous solution of sodium hydroxide were chargedinto a 2000-ml four-neck flask equipped with a stirrer, a thermometer, acork-stoppered nitrogen gas inlet tube, and a cork-stoppered glass tube,and stirred at 95° C., while drying moisture off under reduced pressure.Nitrogen gas was used to return the inner pressure of the four-neckflask to normal pressure, and as a catalyst, 10.4 g of potassiumcarbonate (manufactured by Wako Pure Chemical Industries, Ltd.,potassium carbonate) was added thereto, and the pressure was reducedagain. The mixture was reacted at 110 to 170° C. for 48 hours underpressure. After completion of the reaction, the mixture was diluted with1500 ml of xylene, and filtered, and the filtrate was slowly andrepeatedly washed with warm water until the aqueous solution layer thatwas a lower layer was substantially neutralized. After completion of thewashing, the xylene layer that was an upper layer was dried underpressure, and xylene was distilled off. Further, the mixture wasdecolored with activated carbon and activated clay, and then deodorizedunder distillation treatment by an ordinary method, to obtain 733 g of adesired paste trehalose fatty acid ester composition 8 having a hydroxylvalue of 53 and a saponification value of 174.

The analysis results of the composition of this trehalose fatty acidester composition 8 by means of HPLC are shown in Table 1.

Example 9 Paste Trehalose Fatty Acid Ester Composition 9 Obtained byTransesterifying Trehalose with Methyl Stearate and Methyl Isostearate

241.9 g (0.64 mole) of trehalose•dihydrate (manufactured by HayashibaraGroup., TREHA-HT), 655.1 g (2.20 moles) of methyl isostearate (preparedby a routine method, acid value: 2.0), 325.0 g (1.09 moles) of methylstearate (prepared by a routine method, acid value: 0.5), 73.3 g ofisostearic acid (manufactured by Cognis Corporation, Emersol, 874), and114.8 g of a 10 wt % aqueous solution of sodium hydroxide were chargedinto a 2000-ml four-neck flask equipped with a stirrer, a thermometer, acork-stoppered nitrogen gas inlet tube, and a cork-stoppered glass tube,and stirred at 95° C., while drying moisture off under reduced pressure.Nitrogen gas was used to return the inner pressure of the four-neckflask to normal pressure, and as a catalyst, 12.1 g of potassiumcarbonate (manufactured by Wako Pure Chemical Industries, Ltd.,potassium carbonate) was added thereto, and the pressure was reducedagain. The mixture was reacted at 110 to 170° C. for 48 hours underpressure. After completion of the reaction, the mixture was diluted with1500 ml of xylene, and filtered, and the filtrate was slowly andrepeatedly washed with warm water until the aqueous solution layer thatwas a lower layer was substantially neutralized. After completion of thewashing, the xylene layer that was an upper layer was dried underpressure, and xylene was distilled off. Further, the mixture wasdecolored with activated carbon and activated clay, and then deodorizedunder distillation treatment by an ordinary method, to obtain 750 g of adesired paste trehalose fatty acid ester composition 9 having a hydroxylvalue of 93 and a saponification value of 167.

The analysis results of the composition of this trehalose fatty acidester composition 9 by means of HPLC are shown in Table 1.

Comparative Example 1 Comparative Sugar Fatty Acid Ester Composition 1Obtained by Transesterifying the Trehalose Fatty Acid Ester Compositionwith Methyl Isostearate

300 g of the trehalose fatty acid ester composition 4 (the compoundprepared in EXAMPLE 4, hydroxyl value: 94) and 299.5 g (twice therequired amount as determined from the hydroxyl value of the trehalosefatty acid ester composition 4) of methyl isostearate (prepared by aroutine method, acid value: 4.0) were charged into a 1000-ml four-neckflask equipped with a stirrer, a thermometer, a cork-stoppered nitrogengas inlet tube, and a cork-stoppered glass tube, and stirred at 95° C.,while drying under reduced pressure. Nitrogen gas was used to return theinner pressure of the four-neck flask to normal pressure, and as acatalyst, 6.6 g of potassium carbonate (manufactured by Wako PureChemical Industries, Ltd., potassium carbonate) was added thereto, andthe pressure was reduced again. The mixture was reacted at 110 to 170°C. for 48 hours under pressure. After completion of the reaction, themixture was diluted with 1000 ml of xylene, and filtered, and thefiltrate was slowly and repeatedly washed with warn water until theaqueous solution layer that was a lower layer was substantiallyneutralized. After completion of the washing, the xylene layer that wasan upper layer was dried under pressure, and xylene was distilled off.Further, the mixture was decolored with activated carbon and activatedclay, and then deodorized under distillation treatment by an ordinarymethod, to obtain 430 g of a desired comparative sugar fatty acid estercomposition I having a hydroxyl value of 5 and a saponification value of168.

The analysis results of the composition of this comparative sugar fattyacid ester composition 1 by means of HPLC are shown in Table 1.

Comparative Example 2 Comparative Sugar Fatty Acid Ester Composition 2Obtained by Esterifying Sucrose with Methyl Isostearate

68.4 g (0.2 mole) of sucrose (manufactured by Wako Pure ChemicalIndustries, Ltd., sucrose), 572.5 g (1.80 moles) of methyl isostearate(prepared by a routine method, acid value: 12.5), 5.1 g of sodiumhydroxide (manufactured by Wako Pure Chemical Industries, Ltd.,potassium carbonate), and 100 g of water were charged into a 1000-mlfour-neck flask equipped with a stirrer, a thermometer, a cork-stopperednitrogen gas inlet tube, and a cork-stoppered glass tube, and stirred at95° C., while drying under reduced pressure. Nitrogen gas was used toreturn the inner pressure of the four-neck flask to normal pressure, andas a catalyst, 0.34 g of potassium carbonate (manufactured by Wako PureChemical Industries, Ltd., potassium carbonate) was added thereto, andthe pressure was reduced again. The mixture was reacted at 100 to 170°C. for 48 hours under pressure. After completion of the reaction, themixture was diluted with 500 ml of xylene, and filtered, and thefiltrate was slowly and repeatedly washed with warm water until theaqueous solution layer that was a lower layer was substantiallyneutralized. After completion of the washing, the xylene layer that wasan upper layer was dried under pressure, and xylene was distilled off.Further, the mixture was decolored with activated carbon and activatedclay, and then deodorized under distillation treatment by an ordinarymethod, to obtain 302 g of a desired comparative sugar fatty acid estercomposition 2 having a hydroxyl value of 28 and a saponification valueof 180.

The analysis results of the composition of this comparative sugar fattyacid ester composition 2 by means of HPLC are shown in Table 1.

Comparative Example 3 Comparative Sugar Fatty Acid Ester Composition 3Obtained by Transesterifying Sucrose with Methyl Isostearate

88.9 g (0.26 mole) of sucrose (manufactured by Dai-Nippon Meiji SugarCo., Ltd., Granulated sugar), 492.6 g (1.56 moles) of methyl isostearate(prepared by a routine method, acid value: 11.1), and 8.5 g of potassiumcarbonate (manufactured by Wako Pure Chemical Industries, Ltd.,potassium carbonate) were charged into a 1000-ml four-neck flaskequipped with a stirrer, a thermometer, a cork-stoppered nitrogen gasinlet tube, and a cork-stoppered glass tube, and stirred at 95° C.,while drying moisture off under reduced pressure. Nitrogen gas was usedto return the inner pressure of the four-neck flask to normal pressure,and as a catalyst, 3.6 g of potassium carbonate (manufactured by WakoPure Chemical Industries, Ltd., potassium carbonate) was added thereto,and the pressure was reduced again. The mixture was reacted at 110 to170° C. for 48 hours under pressure. After completion of the reaction,the mixture was diluted with 1000 ml of xylene, and filtered, and thefiltrate was slowly and repeatedly washed with warm water until theaqueous solution layer that was a lower layer was substantiallyneutralized. After completion of the washing, the xylene layer that wasan upper layer was dried under pressure, and xylene was distilled off.Further, the mixture was decolored with activated carbon and activatedclay, and then deodorized under distillation treatment by an ordinarymethod, to obtain 287 g of a desired comparative sugar fatty acid estercomposition 3 having a hydroxyl value of 53 and a saponification valueof 179.

The analysis results of the composition of this comparative sugar fattyacid ester composition 3 by means of HPLC are shown in Table 1.

Comparative Example 4 Comparative Sugar Fatty Acid Ester Composition 4Obtained by Transesterifying Sucrose with Methyl Isostearate

51.3 g (0.15 mole) of sucrose (manufactured by Dai-Nippon Meiji SugarCo., Ltd., Granulated sugar), 152.1 g (0.51 mole) of methyl isostearate(prepared by a routine method, acid value: 0.2), and 400 ml of dimethylsulfoxide (manufactured by Wako Pure Chemical Industries, Ltd., dimethylsulfoxide) were charged into a 1000-ml four-neck flask equipped with astirrer, a thermometer, a cork-stoppered nitrogen gas inlet tube, and acork-stoppered glass tube, and stirred at 80° C. under supply ofnitrogen gas, to dissolve sucrose. The mixture was dried under reducedpressure under stirring for 1 hour. Nitrogen gas was used to return theinner pressure of the four-neck flask to normal pressure, and as acatalyst, 2.6 g of potassium carbonate (manufactured by Wako PureChemical Industries, Ltd., potassium carbonate) was added thereto, andthe pressure was reduced again. The mixture was reacted at 90 to 95° C.for 12 hours under pressure. After completion of the reaction, themixture was neutralized with citric acid monohydrate (manufactured byWako Pure Chemical Industries, Ltd., citric acid monohydrate), anddimethyl sulfoxide was distilled off under pressure. The resultingmixture was further diluted with 400 ml of ethyl acetate (manufacturedby Wako Pure Chemical Industries, Ltd., ethyl acetate), and 200 ml of2-propanol (manufactured by Wako Pure Chemical Industries, Ltd.,2-propanol), and decolored with activated carbon and activated clay. Theactivated carbon and the activated clay were separated by filtration,and ethyl acetate and 2-propanol were distilled off from the mixturesolution under reduced pressure to obtain 145 g of a desired liquidcomparative sugar fatty acid ester composition 4 having a hydroxyl value185 and a saponification value of 147.

The analysis results of the composition of this comparative sugar fattyacid ester composition 4 by means of HPLC are shown in Table 1.

Comparative Example 5 Comparative Sugar Fatty Acid Ester Composition 5Obtained by Transesterifying Sucrose with Methyl Isostearate

136.8 g (0.4 mole) of sucrose (manufactured by Dai-Nippon Meiji SugarCo., Ltd., Granulated sugar), 206.8 g (0.68 mole) of methyl isostearate(prepared by a routine method, acid value: 4.0), and 500 ml of dimethylsulfoxide (manufactured by Wako Pure Chemical Industries, Ltd., dimethylsulfoxide) were charged into a 1000-ml four-neck flask equipped with astirrer, a thermometer, a cork-stoppered nitrogen gas inlet tube, and acork-stoppered glass tube, and stirred at 80° C. under supply ofnitrogen gas, to dissolve sucrose. The mixture was dried under reducedpressure under stirring for 1 hour. Nitrogen gas was used to return theinner pressure of the four-neck flask to normal pressure, and as acatalyst, 6.8 g of potassium carbonate (manufactured by Wako PureChemical Industries, Ltd., potassium carbonate) was added thereto, andthe pressure was reduced again. The mixture was reacted at 90 to 95° C.for 12 hours under pressure. After completion of the reaction, themixture was neutralized with citric acid monohydrate (manufactured byWako Pure Chemical Industries, Ltd., citric acid monohydrate), anddimethyl sulfoxide was distilled off under pressure. The resultingmixture was further diluted with 400 ml of ethyl acetate (manufacturedby Wako Pure Chemical Industries, Ltd., ethyl acetate), and 200 ml of2-propanol (manufactured by Wako Pure Chemical Industries, Ltd.,2-propanol), and decolored with activated carbon and activated clay. Theactivated carbon and the activated clay were separated by filtration,and ethyl acetate and 2-propanol were distilled off from the mixturesolution under reduced pressure to obtain 232 g of a desired comparativesugar fatty acid ester composition 5 having a hydroxyl value 343 and asaponification value of 138.

The analysis results of the composition of the comparative sugar fattyacid ester composition 5 by means of HPLC are shown in Table 1.

(Purification of Each Ester in the Trehalose Fatty Acid EsterComposition)

Trehalose Octaisostearic Acid Ester Through Trehalose MonoisostearicAcid Ester

The ester compositions of COMPARATIVE EXAMPLE 1, EXAMPLE 4, EXAMPLE 6,and EXAMPLE 7 were repeatedly subject to column purification using amixed solvent of hexane/ethyl acetate/methanol (stepwise elution wasperformed by increasing the concentration of ethyl acetate in a range ofthe mixing volume ratios of hexane/ethyl acetate in a range of 15/1 to0/1, and then stepwise elution was further performed by increasing theconcentration of methanol in a range of the ratio of ethylacetate/methanol in a range of 1/0 to 1/2) by means of available silicagel for column chromatography (manufactured by Wako Pure ChemicalIndustries, Ltd. WACOSIL C-200), to obtain each ester composition havinga purity of 75% by area or more. Each of the resulting esters has ahydroxyl value as follows: trehalose octaisostearic acid ester: 4,trehaloseheptaisostearic acid ester: 32, trehalosehexaisostearic acidester: 63, trehalosepentaisostearic acid ester: 101, trehalosetetraisostearic acid ester: 156, trehalosetriisostearic acid ester: 234,trehalosediisostearic acid ester: 390, and trehalosemonoisostearic acidester: 635.

The analysis results of the composition of each of these esters by meansof HPLC are shown in Table 2.

For each of the trehalose fatty acid ester compositions and thecomparative sugar fatty acid ester compositions obtained in EXAMPLES 1to 9, and COMPARATIVE EXAMPLES 1 to 5, the composition analysis wasperformed using the measurement method and the determination method, asdescribed above. For raw materials=S, a monoester (1)=A, a diester(2)=B, a triester (3)=C, a tetraester (4)=D, a pentaester (5)=E, ahexaester (6)=F, a heptaester (7)=G, and an octaester (8)=H in each ofthe fatty acid ester compositions, the composition ratio (% by area) areshown in Table 1.

Furthermore, the analysis results of a monoester through an octaesterobtained by column purification are shown in Table 2

Analysis Results of the Composition of the Trehalose Fatty Acid EsterCompositions, and the Comparative Sugar Fatty Acid Ester Composition 1

Table 1 shows that the trehalose fatty acid ester compositions 1 to 9 ofthe present invention have a mixture of esters having a low content of amonoester having low oil and high crystallinity as low as 30% by area orless, and having a hydroxyl group of the trehalose highly substitutedwith fatty acid esters, and that the compositions exhibit oilsolubility.

It is also shown that the ratio of an octaester in which all of thehydroxyl groups of the trehalose are substituted with fatty acid estersis 45% by area or less, and a half or more of the composition wascomposed of a diester through a heptaester having excellent dispersionability.

TABLE 1 Raw % by area of each ester as determined by HPLC analysis Nameof sample materials 1 2 3 4 5 6 7 8 Trehalose fatty acid estercomposition 1 0.4 0 0 0 2.5 8.0 16.3 32.0 40.8 Trehalose fatty acidester composition 2 0 0 0 0.7 3.8 13.1 23.3 33.0 26.1 Trehalose fattyacid ester composition 3 0 0 0 3.5 8.9 20.8 26.2 26.6 14.0 Trehalosefatty acid ester composition 4 0 0 1.2 7.5 18.6 25.3 23.9 16.1 7.4Trehalose fatty acid ester composition 5 0.5 0.3 6.0 17.1 27.5 25.7 15.06.5 1.4 Trehalose fatty acid ester composition 6 4.8 5.0 21.4 29.3 22.512.0 3.8 0.9 0.3 Trehalose fatty acid ester composition 7 0 20.7 34.126.8 12.4 5.1 0.9 0 0 Trehalose fatty acid ester composition 8 0.7 0 01.7 8.4 18.0 24.8 27.8 18.6 Trehalose fatty acid ester composition 9 0.60 2.4 8.0 18.6 23.3 22.2 17.6 7.3 Composition of EXAMPLE 11 1.2 1.3 5.47.8 8.5 12.8 18.4 24.9 19.7 Comparative sugar fatty acid estercomposition 1 0 0 0 0 0 1.0 2.9 17.4 78.7 Comparative sugar fatty acidester composition 2 0.4 0 0 0 0 5.3 20.3 41.3 32.7 Comparative sugarfatty acid ester composition 3 2.7 0 0 0.4 8.3 17.6 23.0 30.0 18.0Comparative sugar fatty acid ester composition 4 3.9 1.1 10.0 22.4 29.419.7 10.6 2.9 0 Comparative sugar fatty acid ester composition 5 0 20.734.1 26.8 12.4 5.1 0.9 0 0

TABLE 2 Raw % by area of each ester as determined by HPLC analysis Nameof sample materials 1 2 3 4 5 6 7 8 Trehalose octaisostearic acid ester0 0 0 0 0 0 0 18.2 81.8 Trehalose heptaisostearic acid ester 0 0 0 0 03.5 15.5 76.8 4.2 Trehalose hexaisostearic acid ester 0 0 0 0 3.0 10.377.7 9.0 0 Trehalose pentaisostearic acid ester 2.0 0 0 0 4.9 90.3 2.8 00 Trehalose tetraisostearic acid ester 0 0 0 0 95.7 4.3 0 0 0 Trehalosetriisostearic acid ester 0 0 0 88.0 11.3 0.7 0 0 0 Trehalosediisostearic acid ester 0 1.9 98.1 0 0 0 0 0 0 Trehalose monoisostearicacid ester 0 97.1 2.9 0 0 0 0 0 0

Evaluation of extender dispersibility and color pigment dispersibilitywas conducted on the trehalose fatty acid ester compositions obtained inEXAMPLES 1 to 9, and the comparative sugar fatty acid ester compositionsobtained in COMPARATIVE EXAMPLES 1 to 5. In addition, evaluation ofextender dispersibility was also conducted on a monoester through anoctaester obtained by column purification as described above.Hereinbelow, the evaluation methods and the evaluation results aredescribed.

Evaluation of Extender Dispersibility

(Sample to be Evaluated)

Evaluation of extender dispersibility was conducted on the trehalosefatty acid ester compositions 1 to 9, the comparative sugar fatty acidester compositions 1 to 5, a monoester through an octaester obtained bycolumn purification, and diglyceryl triisostearate (trade name: COSMOL43V, manufactured by the Nisshin OilliO Group, Ltd.), diisostearylmalate (trade name: COSMOL 222, manufactured by the Nisshin OilliOGroup, Ltd.), sorbitan sesquiisostearate (trade name: COSMOL 182V,manufactured by the Nisshin OilliO Group, Ltd.), sorbitan sesquioleate(trade name: COSMOL 82, manufactured by the Nisshin OilliO Group, Ltd.),polyglyceryl-10 pentaisostearate (trade name: Decaglyn 5-IS,manufactured by Nikko Chemicals Co., Ltd.), and polyoxyethylene.methylpolysiloxanecopolymer (trade name: KF-6015, manufactured by Shin-EtsuChemical Co., Ltd.), generally used as a pigment dispersant in theapplications of cosmetic products.

0.5 g (1.0% by mass relative to the total mass) of the pigmentdispersant, 18.25 g of octyl palmitate as a dispersion medium (tradename: SALACOS P-8, manufactured by the Nisshin OilliO Group, Ltd.), and31.25 g of mica titanium as a dispersoid (trade name: FlamencoGreen,manufactured by Engelhard Corporation) were charged into a 100-mlstainless beaker, and mixed under stirring at 90° C. for 30 minutes witha homomixer fitted with a Disper mill at a revolution rate that had beenincreased to 1500 rpm, to obtain a sample for evaluation of extenderdispersibility.

(Evaluation Method)

The states and flowability of the obtained sample for evaluation ofextender dispersibility were observed with the naked eye. Here, theevaluation criteria and the evaluation results are shown in Tables 3 and4, respectively.

TABLE 3 Evaluation criteria for extender dispersibility The state andflowability of the mixture Evaluation Found to have low stickiness,sufficient lastingness, S and excellent flowability Found to havelastingness and sufficient flowability A Found to have high viscosityand flowability in spite of some B paste feeling Being in a paste form,but having insufficient lastingness C and flowability Being not uniformwith the remaining powders, and having D insufficient flowability Havingno flowability E

TABLE 4 Evaluation results of extender (mica titanium) dispersibilityName of sample to be evaluated Hydroxyl value Ingredient I^(Note 1))Ingredient II^(Note 2)) Evaluation Trehalose fatty acid estercomposition 1 28 2.5 89.1 B Trehalose fatty acid ester composition 2 424.5 83.4 B Trehalose fatty acid ester composition 3 57 12.4 66.8 ATrehalose fatty acid ester composition 4 94 27.3 47.4 A Trehalose fattyacid ester composition 5 142 50.5 22.9 A Trehalose fatty acid estercomposition 6 238 73.2 5 S Trehalose fatty acid ester composition 7 35073.3 0.9 S Trehalose fatty acid ester composition 8 53 10.1 71.2 ATrehalose fatty acid ester composition 9 93 29 47.1 A Comparative sugarfatty acid ester composition 1 5 0 99 C Comparative sugar fatty acidester composition 2 28 0 94.3 D Comparative sugar fatty acid estercomposition 3 53 8.7 71 C Comparative sugar fatty acid ester composition4 185 61.8 13.5 C Comparative sugar fatty acid ester composition 5 34373.3 0.9 B Trehalose octaisostearic acid ester 4 D Trehaloseheptaisostearic acid ester 32 C Trehalose hexaisostearic acid ester 63 BTrehalose pentaisostearic acid ester 101 A Trehalose tetraisostearicacid ester 156 S Trehalose triisostearic acid ester 234 S Trehalosediisostearic acid ester 390 S Trehalose monoisostearic acid ester 635 DDiglyceryl triisostearate E Diisostearyl malate E Sorbitansesquiisostearate D Sorbitan sesquioleate D Polyglyceryl-10pentaisostearate D Polyoxyethylene/methyl polysiloxane copolymer D^(Note 1))Ingredient I is the total amount of a diester, a triester, anda tetraester (% by area) in the trehalose fatty acid esters.^(Note 2))Ingredient II is the total amount of a hexaester, aheptaester, and an octaester (% by area) in the trehalose fatty acidesters.(Evaluation Results)

As shown from the results in Table 4, the trehalose fatty acid estercompositions 1 to 9 of the present invention have excellent extenderdispersibility, when added even in an amount of 1.0% by mass, relativeto 62.5% by mass of mica titanium as a dispersoid, and 36.5% by massoctyl palmitate as a dispersion medium.

On the other hand, the comparative sugar fatty acid ester compositions 1to 5, and the pigment dispersants generally used in the applications ofcosmetic products had low flowability, and thus could not impartsatisfactory dispersion ability.

Further, the evaluation results of the products obtained by columnpurification confirmed that a monoester and an octaester had lowdispersibility, a diester through a pentaester had excellentdispersibility, and among these, a diester through a tetraester had mostexcellent dispersibility.

0.5 g of the pigment dispersant (trehalose fatty acid esters 2, 4, and7, diglyceryl triisostearate, diisostearyl malate, sorbitansesquiisostearate, sorbitan sesquioleate, 3 polyglyceryl-10pentaisostearate, and polyoxyethylene/methyl polysiloxane copolymer)(1.0% by mass relative to the total mass), 20.5 g of octyl palmitate asa dispersion medium (trade name: SALACOS P-8, manufactured by theNisshin Oillio Group, Ltd.), and 29 g of talc as a dispersoid (tradename: talc JA46R, manufactured by ASADA MILLING Co., Ltd.) were chargedinto a 100-ml stainless beaker, and mixed under stirring at 90° C. for30 minutes with a homomixer fitted with a Disper mill at a revolutionrate that had been increased to 1500 rpm, to obtain a sample forevaluation of extender dispersibility.

(Evaluation Method)

The states and flowability of the obtained sample for evaluation ofextender dispersibility were observed with the naked eye. Here, theevaluation criteria and the evaluation results are shown in Tables 5 and6, respectively.

TABLE 5 Evaluation criteria for extender dispersibility State andflowability of the mixture Evaluation Found to have low stickiness,sufficient lastingness, S and excellent flowability Found to havelastingness and sufficient flowability A Found to have high viscosityand flowability in spite B of some paste feeling Being in a paste form,but having insufficient C lastingness and flowability Being not uniformwith the remaining powders, and D having insufficient flowability Havingno flowability E

TABLE 6 Evaluation results of extender (talc) dispersibility Name ofsample Hydroxyl Ingredient I Ingredient II to be evaluated value Note 1)Note 2) Evaluation Trehalose fatty acid 42 4.5 83.4 B ester composition2 Trehalose fatty acid 94 27.3 47.4 A ester composition 4 Trehalosefatty acid 350 73.3 0.9 S ester composition 7 Diglyceryl triisostearateE Diisostearyl malate E Sorbitan sesquiisostearate D Sorbitansesquioleate D Polyglyceryl-10 pentaisostearate D Polyoxyethylene•methylpolysiloxane D Note 1) Ingredient I is the total amount of a diester, atriester, and a tetraester (% by area) in the trehalose fatty acidesters. Note 2) Ingredient II is the total amount of a hexaester, aheptaester, and an octaester (% by area) in the trehalose fatty acidesters.(Evaluation Results)

As shown from the results in Table 6, the trehalose fatty acid estercompositions 2, 4, and 7 of the present invention had excellent extenderdispersibility, when added even in an amount of 1.0% by mass, relativeto 58% by mass of talc as a dispersoid, and 41% by mass octyl palmitateas a dispersion medium.

On the other hand, the pigment dispersants generally used in theapplications of cosmetic products had low flowability, and thus couldnot impart satisfactory dispersion ability.

Evaluation of Color Pigment Dispersibility

(Sample to be Evaluated)

Evaluation of color pigment dispersibility was conducted on thetrehalose fatty acid ester compositions 1 to 7, the comparative sugarfatty acid ester compositions 1, 2, and 4, and diglyceryl triisostearate(trade name: COSMOL 43V, manufactured by the Nisshin OilliO Group,Ltd.), diisostearyl malate (trade name: COSMOL 222, manufactured by theNisshin OilliO Group, Ltd.), and sorbitan sesquiisostearate (trade name:COSMOL 182V, manufactured by the Nisshin OilliO Group, Ltd.) used as acolor pigment dispersant generally used in the applications of cosmeticproducts.

60 g of the sample to be evaluated, and 40 g of a color pigment(manufactured by Kishi Kasei Co., Ltd, Red No. 202 SG) were weighed intoa 200-ml glass beaker, and premixed. Then, the mixture was kneaded usingthree rolls until it became uniform, to prepare a pigment adjuster.

25 g of the pigment adjuster prepared by the above-described method, and75 g of liquid paraffin (trade name: HICOL K350, manufactured by KANEDACo., Ltd.), or glyceryl tri-2-ethylhexanoate (trade name: T. I. O,manufactured by the Nisshin OilliO Group, Ltd.) as a dilution oil wereweighed and charged into a 200-ml stainless jug, and mixed understirring at room temperature for 5 minutes with a homomixer fitted witha Disper mill at 1000 rpm, to obtain a sample for evaluation of colorpigment dispersibility.

(Evaluation Method)

The obtained sample for evaluation of color pigment dispersibility wasput into a sample bottle with a lid, and the lid was closed. Then, thebottle was left to stand at room temperature for 2 months to evaluatecolor pigment dispersibility. For evaluation of color pigmentdispersibility, the magnitude of the amount of the supernatant generatedby settlement of the color pigment was observed with the naked eye, andevaluation was conducted based on the evaluation criteria as shown inTable 7. The evaluation results are shown in Table 8.

TABLE 7 Evaluation criteria for color pigment dispersibility Degree ofsettlement after standing to be left at room temperature for 2 monthsEvaluation results Settlement not found A Some supernatant found with asign of settlement B Apparent supernatant found with settlement C

TABLE 8 Evaluation of color pigment dispersibility Evaluation resultsName of sample Hydroxyl Liquid to be evaluated value IngredientI^(Note 1)) Ingredient II^(Note 2)) paraffin T. I. O. Trehalose fattyacid ester 28 2.5 89.1 B B composition 1 Trehalose fatty acid ester 424.5 83.4 A A composition 2 Trehalose fatty acid ester 57 12.4 66.8 A Acomposition 3 Trehalose fatty acid ester 94 27.3 47.4 A A composition 4Trehalose fatty acid ester 142 50.5 22.9 A A composition 5 Trehalosefatty acid ester 238 73.2 5 A A composition 6 Trehalose fatty acid ester350 73.3 0.9 A A composition 7 Comparative sugar fatty 5 0 99 C C acidester composition 1 Comparative sugar fatty 28 0 94.3 C C acid estercomposition 2 Comparative sugar fatty 185 61.8 13.5 A C acid estercomposition 4 Diglyceryl triisostearate C C Diisostearyl malate C CSorbitan sesquiisostearate A C ^(Note 1))Ingredient I is the totalamount of a diester, a triester, and a tetraester (% by area) in thetrehalose fatty acid esters. ^(Note 2))Ingredient II is the total amountof a hexaester, a heptaester, and an octaester (% by area) in thetrehalose fatty acid esters.(Evaluation Results)

As shown from the results in Table 8, the trehalose fatty acid estercompositions 1 to 7 of the present invention had no settlement of thecolor pigments, and satisfactory color pigment dispersibility,regardless of the kind of dilution oil. In particular, the trehalosefatty acid ester compositions 2 to 5 exhibited excellent dispersibility.

On the other hand, the comparative sugar fatty acid ester compositions1, 2, and 4, and the color pigment dispersant generally used in theapplications of cosmetic product was found to have settlement of thecolor pigment in either or both of dilution oils, and to have nosatisfactory dispersibility.

Evaluation of dispersibility was also conducted on the other colorpigments by the following method. 60 g of the samples to be evaluated(the trehalose fatty acid ester 4, diglyceryl triisostearate,diisostearyl malate, and sorbitan sesquiisostearate), and 40 g of RedNo. 201 (DAITO KASEI KOGYO Co., Ltd., Red No. 201), Blue No. 1 AluminumLake (DAITO KASEI KOGYO Co., Ltd., Blue No. 1 Al Lake), Yellow No. 4Aluminum Lake (Taketombo Co., Ltd., Yellow No. 4 Al Lake (A)), titaniumoxide (Bayer AG, TRONOX R-KB-2), red iron oxide (Morishita BengaraIndustrial Co. Ltd., Bengara Shippo, and Titan Kogyo K.K.), and yellowiron oxide (TAROX YELLOW LEMON), as the color pigments, were weighedinto a 200-ml glass beaker, and premixed. Then, the mixture was kneadedusing three rolls until it became uniform, to prepare a pigmentadjuster.

25 g of the pigment adjuster prepared by the above-described method, and75 g of liquid paraffin (trade name: HICOL K350, manufactured by KANEDACo., Ltd.), or glyceryl tri-2-ethylhexanoate (trade name: T. I. O,manufactured by the Nisshin OilliO Group, Ltd.) as a dilution oil wereweighed and charged into a 200-ml stainless jug, and mixed understirring at room temperature for 5 minutes with a homomixer fitted witha Disper mill at 1000 rpm, to obtain a sample for evaluation of colorpigment dispersibility.

(Evaluation Method)

1 ml of the obtained sample for evaluation of color pigmentdispersibility was placed on a glass plate, and applied with a filmapplicator (JIS K5400) (trade name: DOCTOR BLADE, Type YD, 20 mm inwidth, 6 μm, Yoshimitsu Seiki) having a gap width of 6 μm, to give athin film.

For evaluation of color pigment dispersibility, presence or absence ofparticle grains in the color pigment dispersion in the form of the thinfilm was observed with the naked eye, and evaluation was conducted basedon the evaluation criteria in Table 9. The evaluation results are shownin Table 10.

TABLE 9 Evaluation criteria for color pigment dispersibility The stateof the thin film after application Evaluation with a 6 μm filmapplicator results No aggregation of grains found A Slight aggregationof grains found B Clear aggregation of grains found C

TABLE 10 Evaluation results for color pigment dispersibility Evaluationresults Kind of Liquid pigments Name of the sample to be evaluatedparaffin T. I. O. Red No. 201 Trehalose fatty acid ester composition 4 AA Diglyceryl triisostearate C C Diisostearyl malate C C Sorbitansesquiisostearate A C Blue No. 1 Trehalose fatty acid ester composition4 A A Aluminum Diglyceryl triisostearate C C Lake Diisostearyl malate CC Sorbitan sesquiisostearate A C Yellow Trehalose fatty acid estercomposition 4 A A No. 4 Diglyceryl triisostearate C C AluminumDiisostearyl malate C C Lake Sorbitan sesquiisostearate A C TitaniumTrehalose fatty acid ester composition 4 A A oxide Diglyceryltriisostearate C C Diisostearyl malate C C Sorbitan sesquiisostearate AC Red iron Trehalose fatty acid ester composition 4 A A oxide Diglyceryltriisostearate C C Diisostearyl malate C C Sorbitan sesquiisostearate AC Yellow iron Trehalose fatty acid ester composition 4 A A oxideDiglyceryl triisostearate C C Diisostearyl malate C C Sorbitansesquiisostearate A C

Evaluation of Hardness Maintaining or Increasing Ability by Combiningwith Various Waxes

(Sample to be Evaluated)

Evaluation of hardness was conducted on the trehalose fatty acid estercompositions 2, 3, 5, and 8, and the comparative sugar fatty acid estercomposition 2, diisostearyl malate (Product name: COSMOL 222,manufactured by the Nisshin OilliO Group, Ltd.) and diglyceryltriisostearate (Product name: COSMOL 43V, manufactured by the NisshinOilliO Group, Ltd.) that are each generally used as an oil in theapplications of cosmetic products, in combination with various waxes.

40 g of the sample to be evaluated and 10 g of various waxes wereweighed into a 100-ml glass beaker, and uniformly heated, dissolved, andmixed at 95° C., to prepare a uniform mixture.

The mixture at 95° C., prepared by the above-described method, wasflowed into a 26 Φ sample bottle with a lid, and cooled to roomtemperature. The resultant was stored at room temperature for 12 hoursto obtain a sample for evaluation of hardness maintaining or increasingability.

(Evaluation Method)

The hardness of the sample for evaluation of hardness maintaining orincreasing ability, prepared by the above-described method, was measuredby using a rheometer FUDOH, 2 Φ, 2 K). The measurement results forhardness evaluation are shown in FIG. 1.

(Evaluation Results)

As shown in FIG. 1, the hardness of the sample for evaluation ofhardness maintaining or increasing ability obtained by combination ofthe trehalose fatty acid ester compositions 2, 3, 5, and 8 of thepresent invention, and various waxes, exhibited equivalent or morehardness, as compared with that of the sample for evaluation of hardnessmaintaining or increasing ability obtained by combination ofdiisostearyl malate that is generally used as an oil in the applicationsof cosmetic product (Product name: COSMOL 222, manufactured by theNisshin OilliO Group, Ltd.), diglyceryl triisostearate (Product name:COSMOL 43V, manufactured by the Nisshin OilliO Group, Ltd.), and variouswaxes. Particularly, in the case of combination with a candelilla wax,the trehalose fatty acid ester composition of the present inventionexhibited about three times the hardness of that in the case ofcombination with an oil generally used in the applications of cosmeticproducts, and exhibited slightly higher hardness, as compared with thecomparative sugar fatty acid ester composition 2 having sucrose as asugar backbone.

Examples 10 to 15, and Comparative Examples 6 to 9 Evaluation of StickRouge

(Sample to be Evaluated)

The rouges having the formulations as shown in Tables 11, 12, and 13were prepared by the following sequential processes.

Process A: The components 1 to 20 were heated and dissolved at 95° C.,and then thoroughly mixed.

Process B: The mixture obtained in the Process A was kept at 80° C.,defoamed, poured into a mold, filled, cooled to room temperature, andmolded.

Process C: The solid molded in the Process B was taken out of the mold,and put into a container, to obtain a stick rouge.

Furthermore, the component 11 in Tables is a sucrose stearic acid ester(trade name: Ryoto Sugar Ester S-170, manufactured by Mitsubishi-KagakuFoods Corporation, hydroxyl value: 107), the component 12 is a sucroseoleic acid ester (trade name: Ryoto Sugar Ester O-170, manufactured byMitsubishi-Kagaku Foods Corporation, hydroxyl value: 99), the component13 is diisostearyl malate (trade name: COSMOL 222, manufactured by theNisshin OilliO Group, Ltd.), and the component 14 is cetyl2-ethylhexanoate (trade name: SALACOS 816T, manufactured by the NisshinOilliO Group, Ltd.).

TABLE 11 Formulation of stick rouge (% by mass) EXAMPLE Component Rawmaterials 10 11 12 13  1 Polyethylene wax 10 10 10 10  2 Ceresine 5 5 55  3 Microcrystalline wax 3 3 3 3  4 Trehalose fatty acid ester 5 4 0 0composition 2  5 Trehalose fatty acid ester 0 0 5 0 composition 3  6Trehalose fatty acid ester 0 0 0 5 composition 4  7 Trehalose fatty acidester 0 0 0 0 composition 5  8 Trehalose fatty acid ester 0 1 0 0composition 6  9 Comparative sugar fatty acid 0 0 0 0 ester 2 10Comparative sugar fatty acid 0 0 0 0 ester 5 11 Sucrose stearic acidester 0 0 0 0 12 Sucrose oleic acid ester 0 0 0 0 13 Diisostearyl malate20 20 20 20 14 Cetyl 2-ethylhexanoate 29.4 29.4 29.4 29.4 15 Squalane 1818 18 18 16 Titanium oxide 1.5 1.5 1.5 1.5 17 Red No. 202 3 3 3 3 18Yellow No. 4 2 2 2 2 19 Blue No. 1 0.1 0.1 0.1 0.1 20 Mica titanium 3 33 3 Total 100 100 100 100

TABLE 12 Formulation of stick rouge (% by mass) EXAMPLE Component Rawmaterials 14 15 1 Polyethylene wax 10 10 2 Ceresine 5 5 3Microcrystalline wax 3 3 4 Trehalose fatty acid ester composition 2 0 05 Trehalose fatty acid ester composition 3 0 0 6 Trehalose fatty acidester composition 4 0 0 7 Trehalose fatty acid ester composition 5 5 0 8Trehalose fatty acid ester composition 6 0 5 9 Comparative sugar fattyacid ester 2 0 0 10 Comparative sugar fatty acid ester 5 0 0 11 Sucrosestearic acid ester 0 0 12 Sucrose oleic acid ester 0 0 13 Diisostearylmalate 20 20 14 Cetyl 2-ethylhexanoate 29.4 29.4 15 Squalane 18 18 16Titanium oxide 1.5 1.5 17 Red No. 202 3 3 18 Yellow No. 4 2 2 19 BlueNo. 1 0.1 0.1 20 Mica titanium 3 3 Total 100 100

TABLE 13 Formulation of stick rouge (% by mass) COMPARATIVE EXAMPLEComponent Raw materials 6 7 8 9  1 Polyethylene wax 10 10 10 10  2Ceresine 5 5 5 5  3 Microcrystalline wax 3 3 3 3  4 Trehalose fatty acidester 0 0 0 0 composition 2  5 Trehalose fatty acid ester 0 0 0 0composition 3  6 Trehalose fatty acid ester 0 0 0 0 composition 4  7Trehalose fatty acid ester 0 0 0 0 composition 5  8 Trehalose fatty acidester 0 0 0 0 composition 6  9 Comparative sugar fatty acid 0 0 0 4ester 2 10 Comparative sugar fatty acid 0 0 0 1 ester 5 11 Sucrosestearic acid ester 0 5 0 0 12 Sucrose oleic acid ester 0 0 5 0 13Diisostearyl malate 25 20 20 20 14 Cetyl 2-ethylhexanoate 29.4 29.4 29.429.4 15 Squalane 18 18 18 18 16 Titanium oxide 1.5 1.5 1.5 1.5 17 RedNo. 202 3 3 3 3 18 Yellow No. 4 2 2 2 2 19 Blue No. 1 0.1 0.1 0.1 0.1 20Mica titanium 3 3 3 3 Total 100 100 100 100(Evaluation Method)

Sensory evaluation of “smooth spreading ability”, “moisture feeling”,“make-up lasting”, and “odor” was conducted on the obtained stick rouge.Furthermore, evaluation of “pigment dispersion state upon dissolution”was conducted on the mixture obtained in the Process A. Further,evaluation of “stability over time” was also conducted on the obtainedstick rouge at each temperature of 5° C., 40° C., and 50° C.Hereinbelow, the evaluation methods are described.

(Sensory Evaluation Method)

The panelists for evaluation consisted of 40 women that have donemake-up for 10 years or longer. They were allowed to use the rouges fromEXAMPLES 10 to 15, and COMPARATIVE EXAMPLES 6 to 9 for one month, todetermine the number of the panelists who answered “Good” for each itemof “smooth spreading ability”, “moisture feeling”, “make-up lasting”,and “odor”. Evaluation was conducted based on the evaluation criteria inTable 14.

TABLE 14 Evaluation criteria for sensory evaluation Number of thepanelists who answered “Good” Evaluation Scores 31 to 40 A 10 21 to 30 B7 11 to 20 C 3  0 to 10 D 0(Evaluation Method for “Pigment Dispersion State Upon Dissolution”)

A part of the mixture obtained in the Process A was left to stand in hotwater (90° C.) for 30 minutes, and the settlement state of the pigmentwas observed. Evaluation was conducted based on the evaluation criteriain Table 15.

TABLE 15 Evaluation criteria for pigment dispersion state upondissolution Settlement state after being left to stand at 90° C. for 30minutes Evaluation Scores No change, and no settlement A 10 Slightchange, and no problem in use B 7 Supernatant observed C 3 Pigmentsettled, and separated D 0(Evaluation Method for “Stability Over Time”)

The obtained stick rouge was taken out of the container, and stored in athermostat bath at each temperature of 5° C., 40° C., and 50° C. Thechanges in appearance for up to 1 month were observed, and evaluationwas conducted based on the evaluation criteria in Table 16.

TABLE 16 Evaluation criteria for stability over time Observation ofchanges in appearance for up to 1 month after storage at eachtemperature of 5° C., 40° C., and 50° C. Evaluation Scores No change inany of those stored at 5° C., A 10 40° C., and 50° C. Slight change inany of those stored at 5° C., B 7 40° C., and 50° C., but no problemChange beyond the acceptable range observed C 3 Significant change suchas breakage in addition D 0 to the change in appearance observed(Evaluation Method for “Productivity”)

Evaluation of handlability in the blending of trehalose fatty acid estercompositions, and the comparative sugar fatty acid ester compositionshaving the formulation in the Process A was conducted based on theevaluation criteria in Table 17, provided that the components 4 and 8 inEXAMPLE 11, and the components 9 and 10 in COMPARATIVE EXAMPLE 9 wereused as a preliminarily prepared mixture.

TABLE 17 Evaluation criteria for productivity in formulationHandlability in formulation Evaluation Scores No problem A 10 Study onproductivity required, but no problem B 7 Problem found in productivityC 3 Difficulty in application to production D 0(Evaluation Results)

The evaluation results of the stick rouge are shown in Table 18. As isapparent from the results, the stick rouges in EXAMPLES 10 to 15 usingthe trehalose fatty acid ester compositions of the present inventionwere excellent in all of the items, “smooth spreading ability”,“moisture feeling”, “make-up lasting”, “odor”, “pigment dispersion stateupon dissolution”, “stability over time”, and “productivity”.Furthermore, the total evaluation score was 60 or more, indicating thatthey were excellent as stick rouges.

On the other hand, the stick rouges in COMPARATIVE EXAMPLES 6 and 9 werenot satisfactory in the pigment dispersion state upon dissolution andthe stability over time, the stick rouge in COMPARATIVE EXAMPLE 7 wasnot satisfactory in spreadability and stability over time, and the stickrouge in COMPARATIVE EXAMPLE 8 was not satisfactory in the odor and thestability over time.

Furthermore, the stick rouge in EXAMPLE 11, in which a part of thetrehalose fatty acid ester composition 6 (component 8) in EXAMPLE 15 wasreplaced by a part of the trehalose fatty acid ester composition 2(component 2), had further improved “smooth spreading ability”,“stability over time”, and “productivity”, as compared that in EXAMPLE15. That is, by mixing a composition having a high esterification degree(a low hydroxyl value) and a composition having a low esterificationdegree (a high hydroxyl value), both of dispersibility and flowabilitycan be attained. Accordingly, it is possible to provide a cosmetichaving more satisfactory quality, and it was confirmed that there is atendency of improvement in mass production, such as increased yield,without requiring particular operations or facilities, in terms ofproductivity in formulation. Furthermore, using the hydroxyl value ofthe trehalose fatty acid ester compositions 2 and 6, from the mixingratio thereof, the hydroxyl value of the trehalose fatty acid estercomposition in EXAMPLE 11 was determined to be 81. However, as comparedwith EXAMPLE 13, in which only the trehalose fatty acid estercomposition 4 had an equivalent hydroxyl value (94), it could be seenthat moisture feeling was improved in EXAMPLE 11, thereby providing acosmetic having a more satisfactory quality. For further reference, theanalysis results of the composition of the mixture of the trehalosefatty acid ester compositions 2 and 6 used in EXAMPLE 11 are shown inTable 1.

TABLE 18 Evaluation results of stick rouge COMPARATIVE EXAMPLE EXAMPLE10 11 12 13 14 15 6 7 8 9 Hydroxyl value of trehalose fatty 42 81 57 94142 238 acid ester composition Ingredient I 4.5 21.7 12.4 27.3 50.5 73.2Ingredient II 83.4 63 66.8 47.4 22.9 5 Evaluation items Evaluationresults Smooth spreading ability A A A A B B A D B A Moisture feeling BA B B A A B B B B Make-up lasting A A A A A A A A A A Odor B B B B B B BB D B Pigment dispersion state upon dissolution A A A A A A D A A CStability over time A A A A A B C D D C Productivity A A A A B B A A B ATotal evaluation: ^(Note 3)) 64 67 64 64 61 61 47 44 41 50 ^(Note 3))Total evaluation means the total score of the evaluation results, ascalculated based on the scoring criteria in <Table 15>, <Table 16>, and<Table 17>. A score of 60 or more is indicative of “Excellent” property.

Example 16 and Comparative Example 10 Preparation and Evaluation of GelRouge

A gel rouge of the formulation as shown in Table 19 was prepared inaccordance with the following sequential processes.

Process A: The components 1 to 7 were heated and dissolved at 90° C.,and mixed.

Process B: The components 8 to 11 were added to the mixture obtained inthe Process A, and mixed and stirred at 90° C.

Process C: The mixture obtained in the Process B was kept at 80° C.,defoamed, put into a container, and cooled to room temperature, toobtain a gel rouge.

(Evaluation Method)

Evaluation of “shape-retaining ability and stability over time” wasconducted on the obtained gel rouge at each temperature of 5° C., 40°C., and 50° C. Furthermore, sensory evaluation of “smooth spreadingability”, “sense of use”, “gloss and uniformity of the make-up film”,and “make-up lasting” were also conducted.

(Evaluation Method for “Shape-Retaining Ability and Stability OverTime”)

The obtained gel rouge was stored in a thermostat bath at eachtemperature of 5° C., 40° C., and 50° C. The changes in appearance forup to 1 month were observed, and evaluation was conducted based on theevaluation criteria in Table 16.

(Sensory Evaluation Method)

The panelists for evaluation consisted of 40 women that have donemake-up for 10 years or longer. They were allowed to use the gel rougesfrom EXAMPLE 16 and COMPARATIVE EXAMPLE 10 for one month, to determinethe number of the panelists who answered “Good” for each item of “smoothspreading ability”, “sense of use”, “gloss and uniformity of the make-upfilm”, and “make-up lasting”. Evaluation was conducted based on theevaluation criteria in Table 14.

The obtained gel rouge had excellent shape-retaining ability andstability over time, had no stickiness upon application with smoothspreading ability, excellent gloss and uniformity of the make-up film,and good make-up lasting (EXAMPLE 16).

However, the gel rouge prepared by using diisostearyl malate instead ofthe trehalose fatty acid ester composition 3 of the present invention asthe component 3 could not satisfy all the properties (COMPARATIVEEXAMPLE 10).

TABLE 19 Formulation of gel rouge (% by mass) EXAMPLE COMPARATIVEComponent Raw materials 16 EXAMPLE 10 1 Candelilla wax 6 6 2Microcrystalline wax 2 2 3 Trehalose fatty acid ester 40 0 composition 34 Diisostearyl malate 0 40 5 Isotridecyl isononanoate 20 20 6 Octylpalmitate 10 10 7 Natural vitamin E 0.1 0.1 8 Talc 4.9 4.9 9 Anhydroussilicic acid 2 2 10 Mica titanium 12 12 11 Red No. 202 3 3 Total 100 100Evaluation results for gel rouge Shape-retaining ability and A Cstability over time Smooth spreading ability A C Sense of use B C Glossand uniformity of the A B make-up film Make-up lasting B C

Example 17 and Comparative Example 11 Preparation and Evaluation ofStick Rouge

A stick rouge of the formulation as shown in Table 20 was prepared inaccordance with the following sequential processes.

Process A: The components 1 to 9 were heated and dissolved at 100° C.,and mixed.

Process B: The components 10 to 12 were added to the mixture obtained inthe Process A, and stirred under heating at 100° C.

Process C: The mixture obtained in the Process B was kept at 80° C.,defoamed, put into a container, and cooled to room temperature, toobtain a stick rouge.

(Evaluation Method)

Evaluation of “shape-retaining ability and stability over time” wasconducted on the obtained stick rouge at each temperature of 5° C., 40°C., and 50° C. Furthermore, sensory evaluation of “smooth spreadingability”, “sense of use”, “gloss and uniformity of the make-up film”,and “make-up lasting” were also conducted.

(Evaluation Method for “Shape-Retaining Ability and Stability OverTime”)

The obtained stick rouge was stored in a thermostat bath at eachtemperature of 5° C., 40° C., and 50° C. The changes in appearance up to1 month were observed, and evaluation was conducted based on theevaluation criteria in Table 16.

(Sensory Evaluation Method)

The panelists for evaluation consisted of 40 women that have donemake-up for 10 years or longer. They were allowed to use the stickrouges from EXAMPLE 17 and COMPARATIVE EXAMPLE 11 for one month, todetermine the number of the panelists who answered “Good” for each itemof “smooth spreading ability”, “sense of use”, “gloss and uniformity ofthe make-up film”, and “make-up lasting”. Evaluation was conducted basedon the evaluation criteria in Table 14.

The obtained stick rouge had excellent shape-retaining ability andstability over time, had no stickiness upon application with smoothspreading ability, excellent gloss and uniformity of the make-up film,and good make-up lasting (EXAMPLE 17).

However, the stick rouge prepared by using diglyceryl triisostearateinstead of the trehalose fatty acid ester composition 4 of the presentinvention as the component 4 could not satisfy all the properties(COMPARATIVE EXAMPLE 11).

TABLE 20 Formulation of stick rouge (% by mass) EXAMPLE COMPARATIVEComponent Raw materials 17 EXAMPLE 11 1 Candelilla wax 5 5 2Polyethylene wax 4 4 3 Ethylene/propylene 4 4 copolymer 4 Trehalosefatty acid ester 35 0 composition 4 5 Diglyceryl triisostearate 0 35 6Cetyl 2-ethylhexanoate 10 10 7 Glyceryl tril 20 20 2-ethylhexanoate 8Hydrogenated polybutene 4.9 4.9 9 Natural viamin E 0.1 0.1 10 Anhydroussilicic acid 2 2 11 Mica titanium 12 12 12 Red No. 202 3 3 Total 100 100Evaluation results for stick rouge Shape-retaining ability and A Cstability over time Smooth spreading ability A B Sense of use A B Glossand uniformity of the A C make-up film Make-up lasting A B

Example 18 Preparation and Evaluation of Powder Foundation

A powder foundation of the formulation as shown in Table 21 was preparedin accordance with the following sequential processes

Process A: The components 1 to 8 were uniformly mixed and dispersed atroom temperature.

Process B: The components 9 to 14 were added to the mixture dispersionobtained in the Process A, and uniformly mixed at room temperature.

Process C: The mixture obtained in the Process B was ground, and filledin a container, to obtain a powder foundation.

The obtained powder foundation had excellent shape retaining ability andstability over time, good moisture feeling with smooth spreadingability, and good make-up lasting.

TABLE 21 % Component Raw materials by mass 1 Talc 53 2 Sericite 20 3Nylon powder 5 4 Aluminum stearate 5 5 Titanium oxide 5 6 Red iron oxide0.3 7 Yellow iron oxide 1.5 8 Black iron oxide 0.2 9 Dimethylpolysiloxane (molecular weight: 2000) 5 10 Trehalose fatty acid estercomposition 3 2 11 Isononyl isononanoate 2 12 Methyl paraoxybenzoate 0.513 Phenozyethanol 0.3 14 Fragrance 0.2 Total 100

Example 19 Preparation and Evaluation of Liquid Foundation

A liquid foundation of the formulation as shown in Table 22 was preparedin accordance with the following sequential processes.

Process A: The components 1 to 11 were mixed at room temperature.

Process B: The components 12 to 15 were added to the mixture obtained inthe Process A, and uniformly dispersed with a homomixer at roomtemperature, to obtain a liquid foundation.

The obtained liquid foundation had excellent dispersibility andstability over time, no stickiness, good moisture feeling, and goodmake-up lasting with smooth spreading ability.

TABLE 22 Component Raw materials % by mass 1 Decamethylcyclopentasiloxane 17 2 Polyoxyalkylene modified silicone 5 3 Octylpalmitate 2 4 Trehalose fatty acid ester composition 4 5 5 Squalane 5 6Titanium oxide 6 7 Red iron oxide 0.3 8 Yellow iron oxide 2 9 Black ironoxide 0.2 10 Talc 5 11 Spherical silica 5 12 Purified water 40 131,3-Butylene glycol 5 14 Glycerin 2 15 Methyl paraoxybenzoate 0.5 Total100

Example 20 Preparation and Evaluation of Stick Concealer

A stick concealer of the formulation as shown in Table 23 was preparedin accordance with the following sequential processes.

Process A: The components 1 to 12 were heated and dissolved at 100° C.,and mixed.

Process B: The mixture obtained in the Process A was kept at 80° C.,defoamed, put into a container, and cooled to room temperature, toobtain a stick concealer.

The obtained stick concealer had excellent shape-retaining ability andstability over time, no stickiness, excellent shielding effect, and goodmake-up lasting.

TABLE 23 Component Raw materials % by mass 1 Polyethylene wax 5 2Ceresine 5 3 Paraffin 8 4 Isononyl isononanoate 32.7 5 Polybutene 5 6Dimethyl polysiloxane 3 7 Trehalose fatty acid ester composition 3 5 8Titanium oxide 20 9 Red iron oxide 0.8 10 Yellow iron oxide 5 11 Blackiron oxide 0.5 12 Talc 10 Total 100

Example 21 Preparation and Evaluation of Lip Gloss

A lip gloss of the formulation as shown in Table 24 was prepared inaccordance with the following sequential processes.

Process A: The components 1 to 8 were heated and dissolved at 85° C.,and mixed.

Process B: The mixture obtained in the Process A was kept at 80° C.,defoamed, put into a container, and cooled to room temperature, toobtain a lip gloss.

The obtained lip gloss had good stability over time, excellent gloss,and good make-up lasting.

TABLE 24 % by Component Raw materials mass 1 Trehalose fatty acid estercomposition 5 50.5 2 Polybutene 10 3 Diisostearyl malate 15 4Methylphenyl polysiloxane 20 5 Dextrin palmitate 2 6 Red No. 202 0.2 7Yellow iron oxide 0.3 8 Mica titanium 2 Total 100

Example 22 Preparation and Evaluation of Eye-Color Pencil

An eye-color pencil of the formulation as shown in Table 25 was preparedin accordance with the following sequential processes

Process A: The components 1 to 10 were heated and dissolved at 85° C.,and mixed.

Process B: The mixture obtained in the Process A was kept at 80° C.,defoamed, put into a shift hole of the back end of a cylindrical shiftmade from a resin (back filling), cooled, and solidified, to obtain aneye-color pencil.

The obtained eye-color pencil had excellent shape-retaining ability andstability over time, good gloss, and good make-up lasting.

TABLE 25 Component Raw materials % by mass 1 Ceresine 6 2Microcrystalline wax 5 3 Candelilla wax 4 4 Bee wax 5 5 Macadamia nutoil 10.4 6 Trehalose fatty acid ester composition 5 30 7 Diisostearylmalate 7 7 Natural viamin E 0.1 8 Mica 3 9 Cobalt blue 1.5 10 Micatitanium 28 Total 100

Example 23 Preparation and Evaluation of Eye Cream

An eye cream of the formulation as shown in Table 26 was prepared inaccordance with the following sequential processes.

Process A: The components 1 to 8 were heated and dissolved at 80° C.,and mixed.

Process B: The components 9 to 14 were heated to 80° C., added to themixture obtained in the Process A, and emulsified.

Process C: The mixture obtained in the Process B was cooled, to obtainan eye cream.

The eye cream had excellent stability over time, and excellentrefreshness and lastingness of moisture feeling.

TABLE 26 % Component Raw materials by mass 1 Trehalose fatty acid estercomposition 5 0.05 2 Polyoxyethylene (20) sorbitan trioleate 0.1 3Di(phytosteryl/behenyl alcohol/octyldodecyl) N- 0.5 Lauroyl-L-glutamate4 Microcrystalline wax 0.5 5 Polybutene 1.5 6 Stearyl alcohol 2.5 7Trehalose fatty acid ester composition 2 1 8 Dimethyl polysiloxane 0.5 9Diprophylene glycol 5 10 Glycerin 5 11 Sodium alginate Black iron oxide0.1 12 Ethyl paraoxybenzoate 0.1 13 Purified water 83.13 14 Fragrance0.02 Total 100

Example 24 Preparation and Evaluation of Cleansing Oil

A cleansing oil of the formulation as shown in Table 27 was prepared inaccordance with the following sequential processes.

Process A: The components 1 to 8 were heated and dissolved at 80° C.,and mixed.

Process B: The mixture obtained in the Process A was cooled, to obtain acleansing oil.

The obtained cleansing oil had excellent stability over time, goodcleansing effect, and good rinsability.

TABLE 27 Component Raw materials % by mass 1 Liquid paraffin 84 2Isononyl isononanoate 4.8 3 Trehalose fatty acid ester composition 5 5 4Polysorbate 85 5 5 Glycerin 0.5 6 Purified water 0.5 7 1,3-Butyleneglycol 0.1 8 Fragrance 0.1 Total 100

Example 25 Preparation and Evaluation of Cleansing Foam

A cleansing foam of the formulation as shown in Table 28 was prepared inaccordance with the following sequential processes.

Process A: The components 1 to 7 were heated and dissolved at 80° C.,and mixed.

Process B: The components 8 to 13 were mixed at room temperature.

Process C: The mixture obtained in the Process A was kept at 80° C., andthe mixture obtained in the Process B was added thereto, and emulsified

Process D: The mixture obtained in the Process C was cooled, and thecomponent 14 was added thereto, to obtain a cleansing foam.

The obtained cleansing foam had excellent stability over time,refreshness after washing, and good washability.

TABLE 28 Component Raw materials % by mass 1 Stearic acid 10 2 Palmiticacid 10 3 Myristic acid 12 4 Lauric acid 4 5 Trehalose fatty acid estercomposition 4 2 6 Polysorbate 80 2 7 Polyethylene glycol 1500 10 81,3-Butylene glycol 4 9 Purified water 24.6 10 Potassium hydroxide 6 11Glycerin 15 12 Tetrasodium edetate 0.2 13 Methyl paraoxybenzoate 0.19 14Fragrance 0.01 Total 100

Example 26 Preparation and Evaluation of W/O Type UV Cream

A W/O type UV cream of the formulation as shown in Table 29 was preparedin accordance with the following sequential processes.

Process A: The components 1 to 9 were mixed at room temperature.

Process B: The components 10 to 13 were added to the mixture obtained inthe Process A, and uniformly dispersed with a homomixer at roomtemperature, to obtain a W/O type UV cream.

The obtained W/O type UV cream had excellent dispersibility andstability over time, no stickiness, good moisture feeling, and good UVshielding effect.

TABLE 29 Component Raw materials % by mass 1 Decamethylcyclopentasiloxane 29.7 2 Polyoxyalkylene modified silicone 5 3 Glyceryltri 2-ethylhexanoate 5 4 Trehalose fatty acid ester composition 4 3 5Diglyceryl distearate 1 6 Octyl paramethoxycinnamate 5 7 Particualtetitanium oxide 15 8 Particulate oxide zinc 5 9 Nylon powder 5 10Purified water 20 11 Diprophylene glycol 5 12 Methyl paraoxybenzoate 0.313 Sorbitol 1 Total 100

Example 27 Preparation and Evaluation of O/W Type Whitening Cream

An O/W type whitening cream of the formulation as shown in Table 30 wasprepared in accordance with the following sequential processes.

Process A: The components 1 to 8 were heated and dissolved at 80° C.,and mixed.

Process B: The components 9 to 15 were mixed at 80° C.

Process C: The mixture obtained in the Process B was added to themixture obtained in the Process A at 80° C., and emulsified.

Process D: The mixture obtained in the Process C was cooled to roomtemperature, to obtain an O/W type whitening cream.

The obtained O/W type whitening cream had excellent stability over time,no stickiness, and thick sense of use with smooth spreading ability.Furthermore, stability of the whitening components was good.

TABLE 30 Component Raw materials % by mass 1 Dimethyl polysiloxane 3 2Squalane 5 3 Glyceryl tri 2-ethylhexanoate 3 4 Polyoxyalkylene modifiedsilicone 1 5 Diglyceryl distearate 1 6 Trehalose fatty acid estercomposition 8 2 7 Polysorbate 80 3 8 Stearic acid 1 9 Purified water66.4 10 1,3-Butylene glycol 5 11 Glycerin 5 12 Gum xanthane 0.1 13Magnesium phosphate ascorbate 3 14 Triethanol amine 1 15 Methylparaoxybenzoate 0.5 Total 100

Example 28 Preparation and Evaluation of Clay Wax

A clay wax of the formulation as shown in Table 31 was prepared inaccordance with the following sequential processes.

Process A: The components 1 to 9 were heated and dissolved at 80° C.,and mixed.

Process B: The mixture obtained in the Process A was flowed into acontainer at 80° C., and cooled, to obtain a clay wax.

The obtained clay wax had excellent stability over time, no stickiness,and good setting property.

TABLE 31 Component Raw materials % by mass 1 Liquid paraffin 54.3 2Vaseline 10 3 Talc 30 4 Quaternium-18 hectorite 0.5 5 Trehalose fattyacid ester composition 3 3 6 Candelilla wax 2 7 Propyl paraoxybenzoate0.09 8 Natural viamin E 0.1 9 Fragrance 0.01 Total 100

Example 29 Preparation and Evaluation of Nail Polish

A nail polish of the formulation as shown in Table 32 was prepared inaccordance with the following sequential processes.

Process A: The components 1 to 12 were thoroughly mixed at roomtemperature.

Process B: The mixture obtained in the Process A was filled into acontainer, to obtain a nail polish.

The obtained nail polish had excellent stability over time, could beeasily and uniformly applied without stain, and was rapidly dried.Furthermore, the durability of the applied film after drying was good.

TABLE 32 Component Raw materials % by mass 1 Nitrocellulose 10 2 Alkydresin 10 3 Acetyl tributyl citrate 5 4 Ethyl acetate 25 5 Butyl acetate41.9 6 Ethyl alcohol 5 7 Red No. 202 0.2 8 Yellow iron oxide 0.3 9 Micatitanium 2 10 Trehalose fatty acid ester composition 3 0.5 11 Naturalviamin E 0.09 12 Fragrance 0.01 Total 100

As described above, it was confirmed that the trehalose fatty acid estercomposition of the present invention has excellent pigmentdispersibility, and cosmetics obtained by blending the compositiontherein are all excellent in sense of use, make-up lasting, odor, andstability over time. Furthermore, it was also confirmed that since thecosmetics do not require particular operations or facilities for theirpreparation, and can be prepared by a conventionally known method, itcould provide a cosmetic that is excellent in terms of cost.

INDUSTRIAL APPLICABILITY

The trehalose fatty acid ester composition of the present invention canbe used as a pigment dispersant to widely provide a variety of cosmeticshaving higher quality with low cost, and therefore, the presentinvention would be useful in various industries relating to a variety ofcosmetic products.

1. A trehalose fatty acid ester composition prepared by esterifyingtrehalose with a fatty acid having 8 to 22 carbon atoms, the compositionhas a hydroxyl value of 20 to 500, and the total amount of a diester, atriester, a tetraester and a pentaester of 10 to 95% by area as measuredby high-performance liquid chromatography, and a hexaester, aheptaester, or an octaester of trehalose.
 2. A trehalose fatty acidester composition obtained from trehalose and a fatty acid having 8 to22 carbon atoms, the composition has a total amount of a diester, atriester, and a tetraester of 2 to 40% by area as measured byhigh-performance liquid chromatography, and has a total amount of ahexaester, a heptaester, and an octaester of 30 to 98% by area asmeasured by high-performance liquid chromatography.
 3. The trehalosefatty acid ester composition according to claim 1 or 2, wherein thefatty acid having 8 to 22 carbon atoms is isostearic acid.
 4. Thetrehalose fatty acid ester composition according to claims 1 or 2, whichis used as a dispersant.
 5. A cosmetic comprising the trehalose fattyacid ester composition of any one of claims 1 or 2.